WO2008075454A1 - Pest control composition - Google Patents

Abstract

Disclosed is a pest control composition characterized by containing a compound represented by the general formula (1) below or the general formula (5) below, and a publicly known insecticide, a publicly known acaricide or a publicly known bactericide as active ingredients. In the formulae (1) and (5) below, A1, A2, A3 and A4 respectively represent a carbon atom, a nitrogen atom or an oxidized nitrogen atom; R1 and R2 independently represent a hydrogen atom, a C1-C4 alkyl group or a C1-C4 alkylcarbonyl group; G1 and G2 independently represent an oxygen atom or a sulfur atom; and X's may be the same or different and represent a hydrogen atom, a halogen atom, a C1-C3 alkyl group or a trifluoromethyl group.

Description

 Specification

 Pest control composition

 Technical field

 [0001] The present invention relates to a novel pest control composition exhibiting excellent pest control action for controlling pests of crops in a labor-saving manner.

 Background art

 WO 2005/021488 Pamphlet and WO 2005/073165 Pamphlet has a description of an insecticide and a method of using the same.

 In addition, International Publication No. 2003/008372 Pamphlet, International Publication No. 2005/042474 Pamphlet, and Pesticide Mandual Thirteenth Edition, etc. Agents are described.

 Patent Document 1: International Publication No. 2005/021488 Pamphlet

 Patent Document 2: International Publication No. 2005/073165 Pamphlet

 Patent Document 3: International Publication No. 2003/008372 Pamphlet

 Patent Document 4: International Publication No. 2005/042474 Pamphlet

 Non-Patent Document 1: Pesticide Manual (T e P e s t i c i d e M a n u a l T h i r t e e n t h E d i t i o n

 Disclosure of the invention

 [0003] However, pesticides, acaricides, and bactericides that are not controllable or difficult to control by themselves exist.

 Therefore, an object of the present invention is to provide a new pest control composition capable of simultaneously controlling pests that cannot be controlled or difficult by using insecticides, acaricides or fungicides alone.

[0004] The present inventors have conducted extensive research to solve the above problems, and as a result, the general formula

(1) or one or more compounds selected from the compounds represented by the general formula (5) and selected from known insecticides, known acaricides or known fungicides. The present inventors have found that a combination of one or more compounds can efficiently control a plurality of harmful organisms, and have completed the present invention.

 That is, the present invention is as follows.

 [1] General formula (1)

[0006] [Chemical 1]

In the formula, A ₂ , A ₃ , and A ₄ represent a carbon atom, a nitrogen atom, or an oxidized nitrogen atom, respectively.

R ₁ R ₂ independently represents a hydrogen atom, a C 1 -C 4 alkyl group, a C 1 -C 4 alkyl group,

G and G ₂ each independently represent an oxygen atom or a sulfur atom,

 X may be the same or different and each represents a hydrogen atom, a halogen atom, a C 1 -C 3 alkyl group, or a trifluoromethyl group,

 η represents an integer from 0 to 4,

 Is a phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, amino group, cyano group, nitro group, hydroxy group, C1 _ C 4 alkyl carbonyl group, C 1—C 4 haloalkyl carbonyl group, C 1 —C 4 alkyl carbonyloxy group, C 1—C 4 haloalkyl group sulfonyloxy group, C 1—C 4 alkoxy carbonyl group, C 1— C 4 haloalkoxy group sulfonyl group, C 1—C 4 alkyl group sulfonylamino group, C 1—C 4 haloalkyl group sulfonylamino group, C 1—C 4 alkylsulfonyloxy group, C 1 -C 4 haloalkylsulfonyloxy group A substituted phenyl group having one or more substituents which may be the same or different and selected from arylsulfonyloxy group, pentafluorosulfanyl group, phenylalkynyl group or phenyl group,

Carbocyclic group (wherein the carbocyclic group is a naphthyl group, a tetrahydronaphthyl group, an indanyl group, a fluorenyl group, a 9_oxofluorenyl group, an adamantanyl group, an anthracenyl group, or a norphenyl group. ),

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4 alkenyl group, C2-C4-haloalkenyl group, C2 — C 4 alkynyl group, C 2— C 4 haloalkynyl group, C 3— C 8 cycloalkyl group, C 3— C 8 halocycloalkyl group, C 1—C 3 alkoxy group, C 1—C 3 haloalkoxy group Group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3-alkylsulfinyl group, C1-C3-haloalkylsulfinyl group, C1-C3-alkylsulfonyl group, C1-C 3haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, amino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 Haloalkylcarbonyl, C 1 -C 4 alkylcarbonyloxy, C 1 -C 4 halo Kill force sulfonyloxy group, C 1—C 4 alkoxycarbonyl group, C 1—C 4 haloalkoxy force sulfonyl group, C 1—C 4 alkyl force sulfonylamino group, C 1—C 4 haloalkyl force sulfonylamine group, C 1— C 4 alkylsulfonyloxy group, C 1 -C 4 haloalkylsulfonyloxy group, arylsulfonyloxy group, pentafluorosulfanyl group, phenylalkynyl group or phenyl group A substituted carbocyclic group having one or more substituents, which may be the same or different, (the carbocyclic group here is

A naphthyl group, a tetrahydronaphthyl group, an indanyl group, a fluorenyl group, a 9-oxofluorenyl group, an adamantanyl group, an anthracenyl group or a norphenyl group; ),

Heterocyclic group (wherein the heterocyclic group is birazinyl group, pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, furyl group, chenyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group, Isothiazolyl group, thiadiazolyl group, pyrrolyl group, imidazolyl group, triazolyl group, pyrazolyl group, tetrazolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group, benzothiooffinyl group, quinolyl group, isoquinolyl group, indolyl group Group, isoindolyl group, 1 H_isoindolyl group, 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydrovinylyl group, acrylidinyl group, or dihydrate Group)

Or

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4 alkenyl group, C2-C4-haloalkenyl group, C2 — C 4 alkynyl group, C 2— C 4 haloalkynyl group, C 3— C 8 cycloalkyl group, C 3— C 8 halocycloalkyl group, C 1—C 3 alkoxy group, C 1—C 3 haloalkoxy group Group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3-alkylsulfinyl group, C1-C3-haloalkylsulfinyl group, C1-C3-alkylsulfonyl group, C1-C 3haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, amino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 Haloalkylcarbonyl, C 1 -C 4 alkylcarbonyloxy, C 1 -C 4 halo Kill force Ruponiruo alkoxy group, C 1-C 4 alkoxy Cal Poni Le group, C 1-C 4 haloalkoxy force Luponyl group, C 1 _ C 4 alkyl group sulfonylamine group, C 1—C 4 haloalkyl group sulfonylamine group, C 1—C 4 alkylsulfonyloxy group, C 1 -C 4 haloalkylsulfonyloxy group, aryl A substituted heterocyclic group having one or more substituents which may be the same or different and are selected from a sulfonyloxy group, a pentafluorosulfanyl group, a phenylalkynyl group or a phenyl group (the heterocyclic group herein) Is

Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Cenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetrazolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group, benzothiophenyl group, quinolyl group, isoquinolyl group, indolyl group, isoindolyl group, 1 H-isoindolyl group 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydropyranyl group, acrylidinyl group or dihydrovinylyl group. ) And Q ₂ is

Carbocyclic group (What is carbocyclic group here?

A naphthyl group, a tetrahydronaphthyl group, a C 3 -C 8 cycloalkyl group, an indanyl group, a fluorenyl group, a 9_oxofluorenyl group, an adamantanyl group, or a norphenyl group is shown. ),

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4 alkenyl group, C2-C4-haloalkenyl group, C2 — C 4 alkynyl group, C 2— C 4 haloalkynyl group, C 3— C 8 cycloalkyl group, C 3— C 8 halocycloalkyl group, C 1—C 3 alkoxy group, C 1—C 3 haloalkoxy group Group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3-alkylsulfinyl group, C1-C3-haloalkylsulfinyl group, C1-C3-alkylsulfonyl group, C1-C 3haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C 4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 Haloalkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group, C1-C4 alkyl group, C1-C4 haloalkyl group, C1- One or more substituents, which may be the same or different, selected from a C4 alkylsulfonyloxy group, a C1-C4 haloalkylsulfonyloxy group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group A substituted carbocyclic group having the following structure (where the carbocyclic group is a naphthyl group, a tetrahydronaphthyl group, a C3-C8 cycloalkyl group, an indanyl group, a fluoro group) Nyl group, 9_oxofluorenyl group, adamantanyl group, or norpoxyl group)

Heterocyclic group (What is the heterocyclic group here?

Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Cenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetrazolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group, benzothiophenyl group, quinolyl group, isoquinolyl group, indolyl group, isoindolyl group, 1 H-isoindolyl group 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydropyranyl group, benzoimidazolyl group or dihydrovillaryl group. ), Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C 2—C 4 alkynyl group, C 2—C 4 haloalkynyl group, C 3—C 8 cycloalkyl group, C 3—C 8 halocycloalkyl group, C 1—C 3 alkoxy group, C 1—C 3 Haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3-alkylsulfinyl group, C1-C 3haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group C 1 -C 4 alkyl carbonyl group, C 1 -C 4 haloalkyl carbonyl group, C 1 -C 4 alkyl carbonyloxy group, C 1 _C 4 haloalkyl carbonyloxy group, C 1 -C 4 alkoxy carbonyl group, C 1-C 4 haloalkoxy group sulfonyl group, C 1-C 4 alkyl group sulfonylamino group, C 1-C 4 haloalkyl group sulfonylamino group, C 1-C 4 alkylsulfonyloxy group, C 1-C4 haloalkylsulfonyl group Having one or more substituents which may be the same or different and are selected from a xyl group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group Substituted heterocyclic group (the heterocyclic group here is birazinyl group, pyridine-2-yl group, pyridine-1-yl group, pyridine-1-N-oxide group, pyrimidinyl group, pyridazyl group, furyl group, chenyl group) , Oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group, isothiazolyl group, thiadiazolyl group, pyrrolyl group, imidazolyl group, triazolyl group, pyrazolyl group, tetrazolyl group, benzothiazolyl group, benzoxazolyl group, benzofurazolyl groupヱ nyl group, quinolyl group, isoquinolyl group, indolyl group, isoindolyl group, 1 H_isoindolyl group, 2, 3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydrobiranyl group , Benzimidazolyl group or dihydrobi Shows the group.),

A C1-C6 alkyl group,

Halogen atom, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3 — C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group Group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfo group Nyl group, C 1 _C 3 haloalkylsulfonyl group, C 1—C4 alkylamino group, di-C 1—C 4 alkylamino group, cyano group, nitro group, hydroxy group, C 1—C 4 alkylcarbonyl group, C 1— C 4 -haloalkyl carbonyl group, C 1 -C 4 alkyl carbonyloxy group, C 1 -C 4 haloalkyl force alkoxyl group, C 1 -C 4 alkoxy carbonyl group, C 1 -C 4 haloalkoxy carbonyl group, C 1 -C 4 alkyl group sulfonylamine group, C 1 _C4 /, mouth alkyl group sulfonylamine group, C 1—C 4 alkylsulfonyloxy group, C 1 _C 4 haloalkylsulfonyloxy group, arylsulfonyloxy group, pentafluoro group A substituted C 1 _C 6 alkyl group having one or more substituents which may be the same or different and selected from a losulfanyl group or a phenyl group, a group represented by the general formula (2)

[Chemical 2]

(Wherein, Υ ₂ , Υ ₃ , Υ ₄ , Υ ₅ may be the same or different, a hydrogen atom, a halogen atom, a C 1 -C 6 alkyl group,

Halogen atom, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkyl Sulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1- C 4 alkylcarbonyl group, C 1—C4 haloalkyl carbonyl group, C 1—C 4 alkyl carbonyloxy group, C 1—C4 haloalkylcarbonyl group, C 1—C 4 alkoxycarbonyl group, C 1—C 4 Haloalkoxycarbonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkylsulfonoxy group, C1-C4 haloalkylsulfonyloxy group , Arylsulfo A substituted C 1 -C 6 alkyl group substituted by one or more substituents, which may be the same or different, selected from a nyloxy group, a pentafluorosulfanyl group or an alkylsilyl group,

 C1-C6 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group C 3—C 8 halocycloalkyl group, C 1—C 6 alkoxy group, C 1—C 6 haloalkoxy group,

By one or more substituents, which may be the same or different, selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group A substituted C1-C6 haloalkoxy group,

 A C1-C6 haloalkyl group optionally substituted by one or more hydroxyl groups,

A C 1 -C 6 haloalkyl group optionally substituted with one or more C 1 -C 6 haloalkyl groups,

 A C1-C6 haloalkyl group optionally substituted with one or more alkoxy groups, a C1-C6 haloalkyl group optionally substituted with one or more haloalkoxy groups,

 A C1-C6 alkylthio group,

 A C1-C6 haloalkylthio group,

By one or more substituents, which may be the same or different, selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group A substituted C1-C6 haloalkylthio group,

 A C1-C6 alkylsulfinyl group,

 A C1-C6 haloalkylsulfinyl group,

By one or more substituents, which may be the same or different, selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C 1—C 6 halo An alkylsulfinyl group,

 A C1-C6 alkylsulfonyl group,

 A C1-C6 haloalkylsulfonyl group,

Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkylsulfonyl groups,

 C 1 -C 4 alkoxycarbonyl group, C 1 -C 4 haloalkoxycarbonyl group, C 1 -C 4 alkyl group sulfonylamino group, C 1 -C 4 haloalkylcarbonyl group,

 C1-C6 alkylsulfonyloxy group, C1-C6 haloalkylsulfonoxyl group, C1-C4 alkylcarbonyl group, C1-C4 haloalkyl group sulfonyl group, C1-C4 alkylcarbonyloxy group , C1-C4 haloalkylcarbonyloxy group, cyano group, nitro group, hydroxy group, pentafluorosulfanyl group, strong lpoxyl group, strong rubamoyl group, 001_03 alkaminocarbonyl group, phenylazo group, pyridyloxy Group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C 1—C 4 alkoxycarbonyl group, C 1—C 4 haloalkoxy group sulfonyl group C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkylsulfonyloxy group, C1-C4 haloalkylsulfonyloxy group, arylsulfonyloxy group A substituted pyridyloxy group having one or more substituents, which may be the same or different, selected from a group, a pentafluorosulfanyl group, or a phenyl group,

Phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4 alkenyl group, C2-C4-haloalkenyl group, C2 — C 4 alkynyl group, C 2— C 4 haloalkynyl group, C 3— C 8 cycloalkyl group, C 3— C 8 halocycloalkyl group, C 1—C 3 alkoxy group, C 1—C 3 haloalkoxy group Group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3-alkylsulfinyl group, C1-C3-haloalkylsulfinyl group, C1-C3-alkylsulfonyl group, C1-C 3haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl Group, C1-C4 alkylcarbonyloxy group, C1-C4 haloalkylcarboxyl Nyloxy group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group sulfonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkyl group Substitution having one or more substituents which may be the same or different and are selected from a sulfonyloxy group, a C 1 -C 4 haloalkylsulfonyloxy group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group Phenyl group,

Heterocyclic group (What is the heterocyclic group here?

Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Cenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetra Zolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group, benzothiophenyl group, quinolyl group, isoquinolyl group, indolyl group, isoindolyl group, 1 H-isoindolyl group, 2, 3-dihydromonobenzo [ 1, 4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydropyranyl group, or dihydrovinylyl group. ),

Or

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C 1-C 4 alkoxycarbonyl group, C 1-C 4 haloalkoxy group sulfonyl group, C 1-C 4 alkyl group sulfonylamino group, C 1-C 4 haloalkyl group sulfonylamino group, C 1-C 4 alkyl group A substituted heterocycle having one or more substituents, which may be the same or different, selected from a sulfonyloxy group, a C1-C4 haloalkylsulfonyloxy group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group; Ring group (the heterocyclic group here is birazinyl group, pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, furyl group, enyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group, isothiazolyl group , Thiadiazolyl group, pyrayl group, imidazolyl group, triazolyl group, pyra Zolyl group, tetrazolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group Benzothiophenyl group, quinolyl group, isoquinolyl group, indolyl group, isoindolyl group, 1 H-isoindolyl group, 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group Represents a tetrahydropyranyl group or a dihydrovillaryl group. ) However,

Υ ₅ may be the same or different,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group Group, C 1 -C 3 alkylsulfonyl group, C 1 -C 3 haloalkylsulfonyl group, or cyan group,

丫₃ is ○ 2—C 6 perfluoroalkyl group, C 1—C 6 perfluoroalkyl thio group, C 1—C 6 perfluoroalkylsulfinyl group, or C 1—C 6 perfluoroalkylsulfonyl Except when it is a group. ),

Or a group represented by the general formula (3)

 [Chemical 3]

(Wherein, Upsilon _6,丫7, Upsilon _8, Upsilon ₉ may be the same or different,

Hydrogen atom, halogen atom, C1-C6 alkyl group, C1-C6 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C4 alkoxy group, C1-C4 group alkoxy group, optionally substituted by one or more hydroxyl groups C1- A C 6 haloalkyl group, an optionally substituted C 1—C 6 haloalkyl group, an optionally substituted C 1—C 6 haloalkyl group, C1-C6 alkylthio group, C1-C6 haloalkylthio group, C1-C6 alkylsulfinyl group, C1-C6 haloalkylsulfinyl group Group, C1-C6 alkylsulfonyl group, C1-C6 haloalkylsulfonyl group, C1-C6 alkylsulfonyloxy group, C1-C6 haloalkylsulfonyloxy group, C1-C4 alkylcarbonyl group C1-C4 haloalkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkyl carbonyloxy group, cyano group, nitro group, hydroxy group, pentafluorosulfanyl group, fluorine Dil group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group sulfonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkyl group Substituted phenyl having one or more substituents which may be the same or different and selected from a sulfonyloxy group, a C1-C4 halogensulfonylsulfonyl group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group Group,

Heterocyclic group (What is the heterocyclic group here?

Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Cenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetra Zolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group, benzothiophenyl group, quinolyl group, isoquinolyl group, indolyl group, isoindolyl group, 1 H-isoindolyl group, 2, 3-dihydromonobenzo [ 1, 4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydropyranyl group, or dihydrovinylyl group. ),

Or

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C 1-C 4 alkoxycarbonyl group, C 1-C 4 haloalkoxy group sulfonyl group, C 1-C 4 alkyl group sulfonylamino group, C 1-C 4 haloalkyl group sulfonylamino group, C 1-C 4 alkyl group A substituted heterocycle having one or more substituents, which may be the same or different, selected from a sulfonyloxy group, a C1-C4 haloalkylsulfonyloxy group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group; Ring group (the heterocyclic group here is birazinyl group, pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, furyl group, enyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group, isothiazolyl group , Thiadiazolyl group, pyrayl group, imidazolyl group, triazolyl group, pyra Zolyl group, tetrazolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group Benzothiophenyl group, quinolyl group, isoquinolyl group, indolyl group, isoindolyl group, 1 H-isoindolyl group, 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group Represents a tetrahydropyranyl group or a dihydrovillaryl group. )

However, Υ ₆ and Υ ₉ may be the same or different, and are a halogen atom, C 1 -C 4 alkyl group, C 1 -C 4 haloalkyl group, C 1 -C 3 alkylthio group, C 1 -C 3 haloalkylthio. Y ₈ is C 1 when C 1 -C 3 alkylsulfinyl group, C 1 -C 3 haloalkylsulfinyl group, C 1 -C 3 alkylsulfonyl group, C 1 _C 3 haloalkylsulfonyl group, or cyano group is selected. —C4 haloalkoxy group, C 2—C 6 perfluoroalkyl group, C 1—C6 perfluoroalkylthio group, C 1—C 6 perfluoroalkylsulfinyl group, or C 1 _C 6 par Except when it is a fluoroalkylsulfonyl group. )

Indicates. } As an active ingredient, one or more compounds selected from the compounds represented by the formula: and one or more selected from known insecticides, known acaricides or known fungicides A pest control composition characterized by the above.

[2]

In the general formula (1), the compound represented by the general formula (1)

A ₁ represents a carbon atom, a nitrogen atom or an oxidized nitrogen atom,

A ₂ , A ₃ and A ₄ represent carbon atoms,

R ₁ R ₂ independently represents a hydrogen atom or a C 1 -C 4 alkyl group

G and G ₂ each independently represent an oxygen atom or a sulfur atom,

X may be the same or different and is a hydrogen atom, a halogen atom, or a trifluoromethyl group,

 η represents an integer from 0 to 4,

 Is a phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C 1 _C 4 alkyl group, C2—C4 alkenyl group, C 2—C 4 haloalkenyl group, C 2—C 4 alkynyl group, C 2—C 4 haloalkynyl group, C3—C 8 cycloalkyl group, C 3—C 8 halocycloalkyl group, C 1—C3 alkoxy group, C 1—C 3 haloalkoxy group, C 1—C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group Group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyan group , Nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 haloalkylcarbonyloxy group, C1-C4 4-alkoxycarbonyl group, C1-C4 haloalkoxy force Lonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkylsulfonyloxy group, C1-C4 haloalkylsulfonyloxy group, arylsulfonyl group Xoxy group, pentafluorosulfanyl group, or phenyl group

A substituted phenyl group having one or more substituents, which may be the same or different selected from

Heterocyclic group (What is the heterocyclic group here?

Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Chenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetrazolyl group, 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydrobiranyl group, or dihydrovillaryl group

Indicates. ),

Or

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C 1 _C 4 alkyl group, C2—C4 alkenyl group, C 2—C 4 haloalkenyl group, C 2—C 4 alkynyl group, C 2—C 4 haloalkynyl group, C3—C 8 cycloalkyl group, C 3—C 8 halocycloalkyl group, C 1—C3 alkoxy group, C 1—C 3 haloalkoxy group, C 1—C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group Group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyan group , Nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 haloalkylcarbonyloxy group, C1-C4 4-alkoxycarbonyl group, C1-C4 haloalkoxy force Lonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkylsulfonyloxy group, C1-C4 haloalkylsulfonyloxy group, arylsulfonyl group A substituted heterocyclic group having one or more substituents, which may be the same or different, selected from a xy group, a pentafluorosulfanyl group, or a phenyl group (wherein the heterocyclic groups are birazinyl group, pyridyl group, pyridine-N —Oxoxide group, pyrimidinyl group, pyridazyl group, furyl group, chenyl group, oxazolyl group, isoxazolyl group, oxaziazolyl group, thiazolyl group, isothiazolyl group, thiadiazolyl group, pichial group, imidazolyl group, tetrazolyl group, pyrazolyl group, pyrazolyl group Zolyl group, 2,3-dihydromonobenzo [1,4] dioxy Group, benzo [1, 3] Jiokisoriru group, a tetrahydronaphthyl Vila alkenyl group or Jihidorobira two group,.), And

Q ₂

General formula (2) [Chemical 4]

 (Where

Υ ₅ may be the same or different,

Halogen atom, C1-C6 alkyl group, C1-C6 haloalkyl group, C1-C6 alkoxy group, C1-C6 haloalkoxy group, C1-C6 alkylthio group, C1-C6 haloalkylthio group C 1 -C 6 alkylsulfinyl group, C 1 -C 6 haloalkylsulfinyl group, C 1 -C 6 alkylsulfonyl group, C 1 -C 6 haloalkylsulfonyl group, cyano group, or nitro group

Υ ₂ and Υ ₄ may be the same or different,

Represents a hydrogen atom, a halogen atom, or a C 1 _C 6 alkyl group,

Y ₃

 Trifluoromethyl group, C1-C6 perfluoroalkoxy group, pentafluorosulfanyl group,

Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkoxy groups,

Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkylthio groups,

Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C 1—C6 halo An alkylsulfinyl group, or

Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkylsulfonyl groups

Indicates. )

The pest control composition according to the above [1], which is a compound represented by the formula:

 [3]

In the general formula (1), the compound represented by the general formula (1)

A ₁ represents a carbon atom, a nitrogen atom or an oxidized nitrogen atom,

A ₂ , A ₃ and A ₄ represent carbon atoms,

R ₁ R ₂ independently represents a hydrogen atom or a C 1 -C 4 alkyl group

G and G ₂ each independently represent an oxygen atom or a sulfur atom,

 X may be the same or different and is a hydrogen atom, a halogen atom, or a trifluoromethyl group,

 η represents an integer from 0 to 4,

 Is a phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 al Kilcarbonyloxy group, C1-C4 haloalkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group sulfonyl group, C1-C4 alkyl group sulfonylamino group, C1-C 4-haloalkyl group, sulfonylamino group, C1-C4 alkylsulfonyloxy group, C1-C4 haloalkylsulfonyloxy group, arylsulfonyloxy group, pentafluorosulfanyl group, or phenyl group

A substituted phenyl group having one or more substituents, which may be the same or different selected from

Heterocyclic group (What is the heterocyclic group here?

Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Chenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetrazolyl group, 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydrobiranyl group, or dihydrovillaryl group

Indicates. ),

Or

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 al Kilcarbonyloxy group, C1-C4 haloalkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group sulfonyl group, C1-C4 alkyl group sulfonylamino group, C1-C Same or different selected from 4-haloalkyl group, sulfonylamino group, C1-C4 alkylsulfonyloxy group, C1-C4 haloalkylsulfonyloxy group, arylsulfonyloxy group, pentafluorosulfanyl group, or phenyl group A substituted heterocyclic group having one or more substituents (wherein the heterocyclic group is birazinyl group, pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, furyl group, chenyl group, oxazolyl) Group, isoxazolyl group, oxadiazolyl group, thiazolyl group, isothiazolyl group, thiadiazolyl group Pichial group, imidazolyl group, triazolyl group, pyrazolyl group, tetrazolyl group, 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydrobiranyl group, or dihydrovillar ), And

Q ₂

General formula (2)

[Chemical 5]

 (Where

 Y is a C 1 -C 4 alkyl carbonyl group, a C 1 -C 4 haloalkyl carbonyl group, a C 1 -C 4 alkyl carbonyloxy group, a C 1 -C 4 haloalkyl carbonyloxy group, a C 1 -C 4 alkoxy carbonyl group, C1-C4 haloalkoxycarbonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkylsulfonyloxy group, C1-C4 haloalkylsulfonyloxy group, or

Halogen atom, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C 1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkyl carbonyl group, C1-C4 alkyl group Carbonyloxy group, C1-C4 haloalkylcarbonyl group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxycarbonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 Haloalkyl group, sulfonylamine group, C1-C4 alkylsulfonoxy group, C1-C4 haloalkylsulfonyloxy group, arylsulfonyloxy group, pentafluorosulfanyl group Other indicates C 1 _ C 4 alkyl groups substituted by the same or different one or more may have substituents selected from alkylsilyl group,

Y ₅ is

Halogen atom, C1-C6 alkyl group, C1-C6 haloalkyl group, C1-C6 alkoxy group, C1-C6 haloalkoxy group, C1-C6 alkylthio group, C1-C6 haloalkylthio group C 1 -C 6 alkylsulfinyl group, C 1 -C 6 haloalkylsulfinyl group, C 1 -C 6 alkylsulfonyl group, C 1 -C 6 haloalkylsulfonyl group, cyano group, or nitro group

Υ ₂ and Υ ₄ may be the same or different,

A hydrogen atom, a halogen atom, a C 1 _C 6 alkyl group,

Y ₃

 C 1—C 4 haloalkoxy group, C 2—C 6 perfluoroalkyl group, C 1—C 6 perfluoroalkylthio group, C 1 _C 6 perfluoroalkylsulfinyl group, C 1— C 6 perfluoroalkylsulfonyl group,

Trifluoromethyl group, C1-C6 perfluoroalkoxy group, pentafluorosulfanyl group, Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkoxy groups,

Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkylthio groups,

Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkylsulfinyl groups,

Or one or more substitutions which may be the same or different selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C 1 -C 6 alkoxy group, or a C 1 -C 6 haloalkoxy group Substituted C 1 -C 6 haloalkylsulfonyl groups substituted by groups

Indicates. )

The pest control composition according to the above [1], which is a compound represented by the formula:

[Four]

In the general formula (1), the compound represented by the general formula (1)

A ₁ represents a carbon atom, a nitrogen atom or an oxidized nitrogen atom,

A ₂ , A ₃ and A ₄ represent carbon atoms,

R ₁ R ₂ independently represents a hydrogen atom or a C 1 -C 4 alkyl group

G and G ₂ each independently represent an oxygen atom or a sulfur atom,

 X may be the same or different and is a hydrogen atom, a halogen atom, or a trifluoromethyl group,

η represents an integer from 0 to 4, Is a phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C 1-C 4 alkoxycarbonyl group, C 1-C 4 haloalkoxy group sulfonyl group, C 1-C 4 alkyl group sulfonylamino group, C 1-C 4 haloalkyl group sulfonylamino group, C 1-C 4 alkyl group Sulfonyloxy group, C1-C4 haloalkylsulfonyloxy group, arylsulfonyloxy group, pentafluorosulfanyl group, or phenyl group

A substituted phenyl group having one or more substituents, which may be the same or different selected from

Heterocyclic group (What is the heterocyclic group here?

Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Chenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetrazolyl group, 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydrobiranyl group, or dihydrovillaryl group

Indicates. ), Or

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C 1-C 4 alkoxycarbonyl group, C 1-C 4 haloalkoxy group sulfonyl group, C 1-C 4 alkyl group sulfonylamino group, C 1-C 4 haloalkyl group sulfonylamino group, C 1-C 4 alkyl group A substituted heterocycle having one or more substituents, which may be the same or different, selected from a sulfonyloxy group, a C1-C4 haloalkylsulfonyloxy group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group; Ring group (the heterocyclic group here is birazinyl group, pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, furyl group, enyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group, isothiazolyl group , Thiadiazolyl group, pyrayl group, imidazolyl group, triazolyl group, pyra A zolyl group, a tetrazolyl group, a 2,3-dihydromonobenzo [1,4] dioxinyl group, a benzo [1,3] dioxolyl group, a tetrahydrobilanyl group, or a dihydrovillaryl group.

Q ₂

General formula (2) [Chemical 6]

 (Where

 Y is C 1 _C 6 alkoxy group, C 1—C 6 haloalkoxy group, C 1—C 6 alkylthio group, C 1—C 6 haloalkylthio group, C 1—C6 alkylsulfinyl group, C 1—C 6 haloalkylsulfinyl. A C 1 -C 6 alkylsulfonyl group, or a C 1 -C 6 haloalkylsulfonyl group,

Y ₅ is

Halogen atom, C1-C6 alkyl group, C1-C6 haloalkyl group, C1-C6 alkoxy group, C1-C6 haloalkoxy group, C1-C6 alkylthio group, C1-C6 haloalkylthio group C 1 -C 6 alkylsulfinyl group, C 1 -C 6 haloalkylsulfinyl group, C 1 -C 6 alkylsulfonyl group, C 1 -C 6 haloalkylsulfonyl group, cyano group, or nitro group

Υ ₂ and Υ ₄ may be the same or different,

A hydrogen atom, a halogen atom, a C 1 _C 6 alkyl group,

Y ₃ represents a halogen atom. )

The pest control composition according to the above [1], which is a compound represented by the formula:

[Five]

In the general formula (1), the compound represented by the general formula (1)

A ₁ represents a carbon atom, a nitrogen atom or an oxidized nitrogen atom,

A ₂ , A ₃ and A ₄ represent carbon atoms,

R ₁ R ₂ independently represents a hydrogen atom or a C 1 -C 4 alkyl group

G and G ₂ each independently represent an oxygen atom or a sulfur atom,

X may be the same or different and is a hydrogen atom, a halogen atom, or A rifluoromethyl group,

 n represents an integer from 0 to 4,

 Is a phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C 1-C 4 alkoxycarbonyl group, C 1-C 4 haloalkoxy group sulfonyl group, C 1-C 4 alkyl group sulfonylamino group, C 1-C 4 haloalkyl group sulfonylamino group, C 1-C 4 alkyl group Sulfonyloxy group, C1-C4 haloalkylsulfonyloxy group, arylsulfonyloxy group, pentafluorosulfanyl group, or phenyl group

A substituted phenyl group having one or more substituents, which may be the same or different selected from

Heterocyclic group (What is the heterocyclic group here?

Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Cenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetrazolyl group, 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydrobiranyl group, or dihydrovillani Le group

Indicates. ),

Or

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C 1-C 4 alkoxycarbonyl group, C 1-C 4 haloalkoxy group sulfonyl group, C 1-C 4 alkyl group sulfonylamino group, C 1-C 4 haloalkyl group sulfonylamino group, C 1-C 4 alkyl group A substituted heterocycle having one or more substituents, which may be the same or different, selected from a sulfonyloxy group, a C1-C4 haloalkylsulfonyloxy group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group; Ring group (the heterocyclic group here is birazinyl group, pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, furyl group, enyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group, isothiazolyl group , Thiadiazolyl group, pyrayl group, imidazolyl group, triazolyl group, pyra A zolyl group, a tetrazolyl group, a 2,3-dihydromonobenzo [1,4] dioxinyl group, a benzo [1,3] dioxolyl group, a tetrahydrobilanyl group, or a dihydrovillaryl group.

Q ₂ —General formula (4)

[Chemical 7]

(In the formula, Y ₅ may be the same or different,

Halogen atom, C1-C6 alkyl group, C1-C6 haloalkyl group, C1-C6 alkoxy group, C1-C6 haloalkoxy group, C1-C6 alkylthio group, C1-C6 haloalkylthio group , C 1 -C 6 alkylsulfinyl group, C 1 -C 6 haloalkylsulfinyl group, C 1 -C 6 alkylsulfonyl group, C 1 -C 6 haloalkylsulfonyl group, cyano group, nitro group, Υ ₂ , Υ ₄ May be the same or different and each represents a hydrogen atom, a halogen atom, a C 1 -C 6 alkyl group,

Ra represents a halogen atom or a hydroxy group,

 R b and R c each independently represent a halogen atom or a C 1 -C 6 haloalkyl group, and at least one of R b and Rc has at least one hydrogen atom, hydroxy group, chlorine atom, bromine It has an atom or iodine atom. The pest control composition according to the above [1], which is a compound represented by:

 [6]

—The pest control composition as described in any one of the above [1] to [5], wherein in the general formula (1), at least one of R ₂ is a C 1 _C4 alkyl group.

[7]

 General formula (5)

[Chemical 8]

ί式中、 Α₂、 Α₃、 Α₄はそれぞれ、 炭素原子、 窒素原子または酸化さ れた窒素原子を示し、

In the formula, Α ₂ , Α ₃ , and 示 し₄ represent carbon atom, nitrogen atom or oxidized nitrogen atom respectively.

 Ζ indicates _N (F ^) SC ^ G ^ or _N (RjG ^

R ₁ R ₂ independently of one another represents a hydrogen atom, a C 1 -C 4 alkyl group, or a C 1 -C 4 alkyl group.

G ₂ represents an oxygen atom or a sulfur atom,

 X may be the same or different and each represents a hydrogen atom, a halogen atom, a C 1 -C 3 alkyl group, or a trifluoromethyl group,

 n represents an integer from 0 to 4,

 Is a phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C 1-C 4 alkoxycarbonyl group, C 1-C 4 haloalkoxy group sulfonyl group, C 1-C 4 alkyl group sulfonylamino group, C 1-C 4 haloalkyl group sulfonylamino group, C 1-C 4 alkyl group One or more substituents which may be the same or different and are selected from a sulfonyloxy group, a C 1 -C4 haloalkylsulfonyloxy group, an arylsulfonyloxy group, a pentafluorosulfanyl group, an amino group or a phenyl group A substituted phenyl group having,

Carbocyclic group (What is carbocyclic group here? A naphthyl group, a tetrahydronaphthyl group, a C 3 -C 8 cycloalkyl group, an indanyl group, a fluorenyl group, a 9_oxofluorenyl group, an adamantanyl group, or a norphenyl group is shown. ),

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4 alkenyl group, C2-C4-haloalkenyl group, C2 — C 4 alkynyl group, C 2— C 4 haloalkynyl group, C 3— C 8 cycloalkyl group, C 3— C 8 halocycloalkyl group, C 1—C 3 alkoxy group, C 1—C 3 haloalkoxy group Group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3-alkylsulfinyl group, C1-C3-haloalkylsulfinyl group, C1-C3-alkylsulfonyl group, C1-C 3haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl Group, C1-C4 alkylcarbonyloxy group, C1-C4 haloalkylcarboxyl Nyloxy group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group sulfonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkyl group Substitution having one or more substituents which may be the same or different and are selected from a sulfonyloxy group, a C 1 -C 4 haloalkylsulfonyloxy group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group A carbocyclic group (where the carbocyclic group is a naphthyl group, a tetrahydronaphthyl group, a C3-C8 cycloalkyl group, an indanyl group, a fluorenyl group, a 9_oxofluorenyl group, an adamantanyl group, or a norpol group) Diyl group)

Heterocyclic group (What is the heterocyclic group here?

Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Cenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetra Zolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group, benzothiophenyl group, quinolyl group, isoquinolyl group, indolyl group, isoindolyl group, 1 H-isoindolyl group, 2, 3-dihydromonobenzo [ 1, 4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydropyranyl group, or dihydrovinylyl group. ),

Or

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C 1-C 4 alkoxycarbonyl group, C 1-C 4 haloalkoxy group sulfonyl group, C 1-C 4 alkyl group sulfonylamino group, C 1-C 4 haloalkyl group sulfonylamino group, C 1-C 4 alkyl group One or more substituents which may be the same or different and are selected from a sulfonyloxy group, a C 1 -C 4 haloalkylsulfonyloxy group, an arylsulfonyloxy group, a pentafluorosulfanyl group, an amino group or a phenyl group A substituted heterocyclic group having (the heterocyclic group here is

Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Cenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetra Zolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group, benzothiophenyl group, quinolyl group, isoquinolyl group, indolyl group, isoindolyl group, 1 H-isoindolyl group, 2, 3-dihydromonobenzo [ 1, 4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydropyranyl group, or dihydrovinylyl group. ) And

Q ₂

Phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group sulfonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkyl group Substituted phenyl having one or more substituents which may be the same or different and selected from a sulfonyloxy group, a C1-C4 halogensulfonylsulfonyl group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group Group,

Carbocyclic group (What is carbocyclic group here?

A naphthyl group, a tetrahydronaphthyl group, a C 3 -C 8 cycloalkyl group, an indanyl group, a fluorenyl group, a 9_oxofluorenyl group, an adamantanyl group, or a norphenyl group is shown. ), Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4 alkenyl group, C2-C4-haloalkenyl group, C2 — C 4 alkynyl group, C 2— C 4 haloalkynyl group, C 3— C 8 cycloalkyl group, C 3— C 8 halocycloalkyl group, C 1—C 3 alkoxy group, C 1—C 3 haloalkoxy group Group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3-alkylsulfinyl group, C1-C3-haloalkylsulfinyl group, C1-C3-alkylsulfonyl group, C1-C 3haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl Group, C1-C4 alkylcarbonyloxy group, C1-C4 haloalkylcarboxyl Nyloxy group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group sulfonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkyl group Substitution having one or more substituents which may be the same or different and are selected from a sulfonyloxy group, a C 1 -C 4 haloalkylsulfonyloxy group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group A carbocyclic group (where the carbocyclic group is a naphthyl group, a tetrahydronaphthyl group, a C3-C8 cycloalkyl group, an indanyl group, a fluorenyl group, a 9_oxofluorenyl group, an adamantanyl group, or a norpol group) Diyl group)

Heterocyclic group (What is the heterocyclic group here?

Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Cenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetrazolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group, benzothiophenyl group, quinolyl group, isoquinolyl group, indolyl group, isoindolyl group, 1 H-isoindolyl group , 2, 3-dihydromonobenzo [1 , 4] Dioxinyl group, benzo [1,3] dioxolyl group, tetrahydropyranyl group, or dihydrovinylyl group. ),

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C 1-C 4 alkoxycarbonyl group, C 1-C 4 haloalkoxy group sulfonyl group, C 1-C 4 alkyl group sulfonylamino group, C 1-C 4 haloalkyl group sulfonylamino group, C 1-C 4 alkyl group A substituted heterocycle having one or more substituents, which may be the same or different, selected from a sulfonyloxy group, a C1-C4 haloalkylsulfonyloxy group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group; Ring group (the heterocyclic group here is birazinyl group, pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, furyl group, enyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group, isothiazolyl group , Thiadiazolyl group, pyrayl group, imidazolyl group, triazolyl group, pyra Zolyl group, tetrazolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group, benzothiophenyl group, quinolyl group, isoquinolyl group, indolyl group, isoindolyl group, 1 H-isoindolyl group, 2, 3— A dihydromonobenzo [1,4] dioxinyl group, a benzo [1,3] dioxolyl group, a tetrahydropyranyl group, or a dihydrovillaryl group. ), C 1 _C 6 alkyl group,

Alternatively, a halogen atom, a C1-C4 haloalkyl group, a C2-C4 alkenyl group, a C2-C4 haloalkenyl group, a C2-C4 alkynyl group, a C2-C4 haloalkynyl group, a C3-C8 cyclo Alkyl group, C3-C8 haloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkyl Sulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group , Nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 haloalkylcarbonyl group, C 1—C 4 alkoxycarbonyl Group, C 1 -C 4 alkyl alkoxycarbonyl group, C 1 -C 4 alkyl group sulfonylamino group, C 1 -C 4 haloalkyl group sulfonylamino group, C 1 -C 4 alkylsulfonyloxy group, C 1 _C 4 haloalkylsulfonyl group A substituted C 1 -C 6 alkyl group having one or more substituents which may be the same or different and are selected from a xyl group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group. } As an active ingredient, one or more compounds selected from the compounds represented by the formula: and one or more compounds selected from known insecticides, known acaricides or known fungicides A pest control composition characterized by the above.

[8]

Known insecticides, known acaricides or known fungicides are azinphos methyl, acepheate, isoxathione, isofenphos, ethione, etrimphos, oximedimethine methyl, oxydeprophos, quinalphos, chlorpyrifos, chlorpyrifosmethyl, chlorfenvin Phos, Cyanfos, Dioxabenzophos, Dichlorpos, Disulfoton, Dimethylvinphos, Dimethoate, Suprofos, Diazinon, Thiometone, Tetrachlorvinphos, Temefos Tebupyrimfos, terbufos, nared, bami dothion, pyracrofos, pyridafenthion, pyrimifosmethyl, fenitrothion, fenthion, fentoate, fenfolfion, flupirazofos, prothiofos, propopas, profuenofos, hoxim, hosmeo Mecarbam, Mesulfenphos, Metamidhos, Methidathione, Parathion, Methylparathion, Monochrome Tofos, Triclozorephone, O—ethyl O— 4— Nitropheny I pheny I phosphonothioate, Isazofos, Isamidofo, Kazusafos, Diamidhos, Diclofenthione, Diclofenthion Phostiase, Phoschetan, Phosphocarp, Ο— 4—dimethylsulf amo y I phe ny I u, O— diethylphosphorothioa te, etoprophos, alanicarp, aldicarp, isoprocalp, etiofencalp, force valil, carbosulfan, xylylcalp, thiodicarp, pirimicarb, fenocarp, berafocarp, mep , Mezole casoleb, 3, 5— X y I y I methy I carb ama te, casole pofuran, aldoxycarp, oxamyl, acrinatrine, allethrin, esfenvalerate, empentrin, cycloprothrin, cyhalothrin, gamma Lambda Siharthrin, Cyfluthrin, Beta ■ Cyfluthrin, Cypermethrin, Alpha Cypermethrin, Zeta ■ Cypermethrin, Silafrophene, Tetramethrin Tefluthrin, deltamethrin, tralomethrin, bifenthrin, phenothrin, fenvalerate, fenpropatoline, furamethrin, praretrin, flucitrinate, fulvalinate, fluprosis linate, permethrin, resmethrin, methfuzoletrin, dimefzoletrin , Profuzoletrin, etofenprox, force rutap, thiocyclam, benzurtap, acetamiprid, imidacloprid, clothianidin, dinotefuran, thiacloprid, thiamethoxam, nitenbilam, chlorfluazuron, diflubenslon , Triflumuron, novallon, nobiflumuron, bistrifluron, fluzuron, flucycloxuron, flufenoxuron, hexaflumuron, zolefenuron, chromafonodide, tebufenozide, / lofenenozide, methoxiphenozide, diofuropand Oral pheinidine, metoprene, hyde mouth prene, quinoprene, triazamate, endosulfan, chlorfenson, chlorbenzylate, dicophore, bromopropylate, acetoprolele, fipronil, ethiprole, pyrethrin, rotenone, nicotine sulfate, Abamectin, Bacillus thuringiensis, Spinosad, Acequinosyl, Amidoflumet, Amitraz, Etoxazol, Kinome Thionate, clofentezine, phenbutasine oxide, dienochlor, cihexatin, spirodiclofen, spiromesifen, tetradiphone, tebufenvirad, vinapacryl, phenproximate, biphenazet, pyridaben, pyrimidifene, fenazophene, phenothiophyl , Flucribilim, Fluazinam, Flufenzine, Hexithiazox, Propargit, Benzomate, Polynactin Complex, Milbemectin, Methiocarp, Mevinphos, Formethanate, Halfenprox, Azadeiractin, Diafentiuron, Indoxacalp, Emamectin Benzo , Potassium oleate, sodium oleate, chlorfenavir, tolfenvirad Pimetrozine, phenoxy calp, hydramethylnon, hydroxypropyl starch, pyridalyl, furuenerim, fulvene amide, floni force medium, metaflumizone, lepimectin, T ripropy I isocyanurate, Morantel tartrate, dazomet, metham'sodium,

General formula (AA) [Chemical 9]

Wherein, R _{5 1} represents a methyl group or a chlorine atom, R _{5 2} is a methyl group, represents a chloro group, bromo group or Shiano group, R _{5 3} is a chlorine group, bromo group, Torifuruoro methyl or Shianome butoxy R _{5 4} represents a methyl group or an isopropyl group. A compound represented by

Compound (B B)

 [Chemical 10]

Triazimephone, Hexaconazole, Propiconazol, Ibuconazol, Prochloraz, Triflumizol, Tebuconazol, Epoxyconazol, Diphenoconazole, Fursilazol, Triazimenol, Ciproconazole, Methoconazole Fluquinconazole, Vitertanol, Tetraconazole, Triticonazole, Frutriafol, Penconazol, Dinicona Zol, Fenbuconazol, Bromconazol, Imibenconazol, Cimeconazol, Microbutanol, Himexazol Imazaril, Frametovir, Tifluzamide, Etrizazol, Okispoconazol, Okispocona Zolfumarate, Pefrazoeto, Prothioconazol, Pyrihuenok , Fenarimol, Nuarimol, Bupirimate, Mepanipyrim, Cyprodinil, Pyrimethanyl, Metalaxyl, Oxazixyl, Benalaxyl, Thiofuanate, Thiophanetomethyl, Benomyl, Carbendazim, Fuvelidazol, Thiabendazol, Manbuzene, Nebumu Mannebu, ziram, thiuram, chlorothalonil, etapoxam, oxycarpoxine, calpoxine, flutolanil, sylthiofam, mepronil, dimethomorph, fenprovidin, fenpropimorph, spiroxamine, tridemorph, dodemorpho, culoxime , Metminost mouth bottle, orisatrobin, floxastrobin, trifloxystrobin Dimmoxystrobin, pyraclostrobin, picoxystrobin, diplodione, procymidone, vinclozolin, clozoline, fursulfamide, dazomet, methylisothiocyanate, chloropicrin, metasulfocalp, hydroxyisoxazol, hydroxyiso Xazol potassium, 1-3-Dich I oropropene, Carbum, basic copper chloride, basic copper sulfate, copper nonylphenol sulfonate, copper oxine, bisethylenediamine dodecylbenzenesulfonate Copper complex salt (II), anhydrous copper sulfate, copper sulfate pentahydrate, cupric hydroxide, inorganic sulfur, hydrated sulfur, lime sulfur mixture, zinc sulfate, fentine, sodium hydrogen carbonate, potassium hydrogen carbonate , Sodium hypochlorite, Metallic silver, Edgyfunphos, Torque Phosmethyl, fosetyl, iprobenphos, dinocap, pyrazophos, carpropamide, fusalide, tricyclazol, pyroxylone, diclocimet, phenoxanil, kasugamycin, validamycin, polyoxin complex, blasticidin S, oxytetracycline, mildomycin , Streptomycin, Rapeseed oil, Machine oil, Benchavalipalp isopropyl, Yiplovarialp, Propamocalp, Dietophenecalp, Fluorimide, Fludioxanyl, Fenpiclonyl, Quinoxyphene, Oxolinic acid, Chlorothalonyl, Quabutane, Folpet, Provenazol Benzoral S-methyl, thiazinyl, cyflufenamide, phenhexamide, di Flumetrim, Metrafenone, Picobenzide, Proquinazide, Famoki Sadone, Shiazofamide, Fuenamidone, Zoxamide, Poscalid, Shimosanil, Dithianon, Fluazinam, Diclofluanid, Triphorine, Isoprothiolane, Felimusson, Diclomezine Phthalam, Pencyclon, Quinomethionate, Imoctadine Acetate, Imoctadine Arbesylate, Ambam, Polycarbamate, Thiadiazine, Chloroneb, Organic Nickel, Guazatine, Dodine, Kintozene, Trilfluanid, Anilazine, Nitrotalisopropyl, Fenitropan, dimethymol, bench azole, harpin protein, flumetoba, mandipropamide, pentiovirad General formula (CC)

[0015] [ized]

 [Wherein R 11 represents an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, an arylalkyl group or a heterocyclic alkyl group, and R 1 2 and R 17 are each a hydrogen atom. R 1 3 and R 14 independently represent a hydrogen atom and an alkyl group having 1 to 6 carbon atoms, R 15 and R 16 each represent a hydrogen atom, and R 18 represents an aryl group. Or represents a heterocycle. ] A compound represented by

 General formula (D D)

[0016] [Chemical 12]

[Wherein R 21 is an alkyl group having 1 to 6 carbon atoms substituted with halogen, a cycloalkyl group having 3 to 6 carbon atoms substituted with halogen, or a carbon substituted with halogen. R2 and R27 each represent a hydrogen atom, R23 and R24 each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, R25 and R26 Each represents a hydrogen atom, and R28 represents an aryl group or a heterocycle. ] A compound represented by

The pest control composition according to any one of the above [1] to [7].

[9] Known insecticides, known acaricides or known fungicides are: fenitrothion, phenthion, isoxathion, acepheto, buprofezin, pyriproxyfen, silaflufen, dinotefuran, imidacloprid, etofenprox, halfenprox, thiamethoxam Gin, Acetamiprid, Nitenbiram, Thiacloprid, Benfuracarb, Mesomil, Huenobalp, Spinosad, Pimetrozine, Chromafenozide, Repimectin, Fipronil,

General formula (AA)

[Chemical 13]

[Wherein R ₅₁ represents a methyl group or a chloro group, R ₅₂ represents a methyl group, a chloro group, a bromo group or a cyano group, and R ₅₃ represents a chloro group, a bromo group, a trifluoromethyl group or a cyanomethoxy group. And R ₅₄ represents a methyl group or an isopropyl group. A compound represented by

A compound represented by the general formula (BB), [Chemical 1 4]

Fenproxymate, pyridaben, hexithiazox, fenbutas oxide, tebufenvirad, pyrimidifen, etoxazol, polynactin complex, milbemectin, acequinosyl, bifenase, spirodiclofen, dienochlor, spiromecifen, clomethifen Gin, Tolfenvirad, Fluclide, Propargit, Difenthiuron, Fluenoxuron, Penthiovirad, Fursulfamide, Iminoctazine Albesylate, Acibenzoral S-Methyl, Felimuzone, Pyroxylone, Olisastrobin, Azoxtrobin , Carpropamide, diclocimet, probenazol, thiazinyl, isoprothiolane, tricyclazol, fusara , Kasugamycin, phenoxanyl, mepronil, diclomedin, pencyclon, validamycin, edifenphos, framtopyrup, tifluzamide, flutolanil, metminostrobin, iprobenphos, oxolinic acid, technophthalam, cimeconazol, hydroxyisoxazol , Picoxystrobin, flusilazol, carpoxin, tebuconazol, triadimenol, diphenoconazole, thiabendazol, fludioxanil, metalaxyl, streptomycin,

General formula (C C)

 [Chemical 1 5]

[Wherein R 1 1 is an alkyl group having 1 to 6 carbon atoms, and an alkenyl group having 2 to 6 carbon atoms. , An arylalkyl group and a heterocyclic alkyl group, R 1 2 and R 17 each independently represent a hydrogen atom, R 1 3 and R 14 each independently represent a hydrogen atom, an alkyl having 1 to 6 carbon atoms R 15 and R 16 each represent a hydrogen atom, and R 18 represents an aryl group or a heterocycle. ] A compound represented by

General formula (DD)

[Chemical 16]

 [Wherein R 21 is an alkyl group having 1 to 6 carbon atoms substituted with halogen, a cycloalkyl group having 3 to 6 carbon atoms substituted with halogen, or an alkenyl group having 2 to 6 carbon atoms substituted with halogen. R22 and R27 each represent a hydrogen atom, R23 and R24 each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, R25 and R26 each represent a hydrogen atom, R28 represents an aryl group or a heterocycle. ] A compound represented by

The pest control composition as described in [8] above.

[Ten]

One of the above-mentioned [1] to [9], which contains 0.001 to 95% by weight of one or more compounds selected from known insecticides, known acaricides and known fungicides. The pest control composition as described.

[1 1]

A method for controlling pests, which comprises applying the pest control composition according to [10] to a pest or a pest habitat.

 [1 2]

A method for preventing damage by pests, which comprises applying the pest control composition according to [10] to plant seeds.

[13] A method for preventing damage by pests, which comprises contacting the plant pests with the pest control composition as described in [10] above.

 [14]

The prevention method according to [13], wherein the method for contacting the plant seed is spraying treatment, smearing treatment, dipping treatment, or dressing treatment.

[1 5]

Plant seeds such as corn, soybeans, red beans, cotton, rice, sugar beet, wheat, barley, sunflower, tomato, cucumber, eggplant, spinach, green peas, capochia, sugar cane, tobacco, pepper and rapeseed, taro, potato The prophylactic method according to the above [12], which is a sweet potato, a konnyaku seed pod, an edible lily or a tulip bulb.

[1 6]

The prevention method according to [15] above, wherein the plant seed is a transformed seed.

[1 7]

Plant seeds to which the pesticidal composition according to the above [10] is applied.

[1 8]

A method for preserving plant seeds, comprising applying the pest control composition according to [10] to plant seeds.

[1 9]

[18] The preservation method according to [18], wherein the application method to the plant seed is spraying treatment, smearing treatment, coating treatment, dipping treatment, powder coating treatment or fumigation / smoke treatment.

[20]

A method for preserving a crop, comprising applying the pest control composition according to [10] to a crop of an agricultural plant.

 [twenty one ]

The storage method according to [20], wherein the application method to the crop of the agricultural plant is spraying, smearing, coating, dipping, powdering, fumigation, smoke or pressure injection . [0020] According to the present invention, it is possible to protect against pests that have not been able to obtain a sufficient control effect with known insecticides, known acaricides or known fungicides alone, and a plurality of pests exhibiting drug resistance. It is possible to provide a pest control composition that exhibits a remarkable control effect and has a remarkable control effect against a plurality of pests that exhibit pest control and drug resistance that could not be controlled by themselves. . Therefore, the pest control composition of the present invention can greatly contribute to the labor saving of agriculture.

 BEST MODE FOR CARRYING OUT THE INVENTION

 [0021] The present invention is described in detail below.

 —In the general formula, the expression “Ca_C b (a, b represents an integer of 1 or more)”, for example, the expression “C 1 _C3” means 1 to 3 carbon atoms. The notation “C2_C6” means that the number of carbon atoms is 2 to 6, and the notation “C 1 _C4” means that the number of carbon atoms is 1 to 4. "N-" means normal, "i-" means iso, "s_" means secondary, and "t-" means tertiary.

 Specific examples of “halogen atom” and each “group” in the general formula are shown below.

 “Halogen atom” includes fluorine atom, chlorine atom, bromine atom or iodine atom.

 [0023] Examples of the "C1_C3 alkyl group" include linear or branched alkyl groups having 1 to 3 carbon atoms such as methyl, ethyl, n-propyl, i-propyl, cyclopropyl and the like. As the “C 1 _C4 alkyl group”, in addition to the “C 1 -C 3 alkyl group”, for example, linear or branched such as n-butyl, s-butyl, i-butyl, t-butyl, etc. Examples of the chain-like alkyl group having 1 to 4 carbon atoms include “C 1 -C 6 alkyl group”, in addition to “C 1 -C 4 alkyl group”, for example, n-pentyl, 2_pentyl, 3_pentyl, neopentyl, n-hexyl, 2-hexyl, 4_methyl_2_pentyl, 3_methyl-n-pentyl, etc. Linear or branched alkyl having 1 to 6 carbon atoms Groups.

As the “C 1 -C 3 haloalkyl group”, for example, monofluoromethyl, di Fluoromethyl, trifluoromethyl, monochloromethyl, dichloromethyl, trichloromethyl, monobromomethyl, dibromomethyl, tribromomethyl, 1_fluorethyl, 2_fluoroethyl, 2,2-difluoroethyl, 2, 2, 2_trifluoroethyl 1_Chloroethyl, 2_Chloroethyl, 2,2-Dichloroethyl, 2,2,2_Trichloroethyl, 1-Bromoethyl, 2-Bromoethyl, 2,2_Dibromoethyl, 2,2,2-Trib mouth Moethyl, 2_ethyl, pentafluoroethyl, 3_fluoro-n_propyl, 3-chloro-n-propyl, 3-bromo-n-propyl, 1,3-difluoro-2-propyl, 1,3— Dichloromethane 1_propyl, 1,1,1_trifluoro-2-propyl, 1-chloro-1-3-fluoro-2-propyl, 1,1,1,3,3,3_hexafluoro -2_propyl, 1,1,1,3,3,3_hexafluoro-2_black mouth 2_propyl, 2,2,3,3,3_pentafluoro_n-propyl, heptafluoro_i-propyl, Linear or branched, substituted by one or more halogen atoms, which may be the same or different, such as heptafluoro_n-propyl, 1_bromo_1,1,2,3,3,3_hexafluoro-2-propyl Examples of the chain-like alkyl group having 1 to 3 carbon atoms include “C 1 -C 4 haloalkyl group”, in addition to “C 1 _C 3 haloalkyl group”, for example, 4 _fluoro-n-butyl, nona fluoro- Examples thereof include linear or branched alkyl groups having 1 to 4 carbon atoms substituted with one or more halogen atoms, which may be the same or different, such as n_ptyl and nonafluoro-2-butyl. C 1 _C 6 haloalkyl group ” In addition to “C 1 -C 4 haloalkyl group”, for example, 6, 6, 6-trifluoro-n-hexyl, nonafluoro-n-butyl, nonafluoro_2_butyl etc. may be the same or different Examples thereof include a linear or branched alkyl group having 1 to 6 carbon atoms substituted with a halogen atom.

Examples of the “C2_C4 alkenyl group” include carbon atoms having a double bond in a carbon chain such as vinyl, allyl, 2-butenyl, and 3-butenyl. Examples of the “C 2 -C 4 haloalkenyl group” include, for example, 3, 3-difluoro-2_propenyl, 3,3-dichloro 1-propenyl, 3, 3 _Dibromo-1-propenyl, 2,3 _Dibromo-1-propenyl, 4,4-difluoro-3-butenyl, 3,4,4 _tribromo_3-butenyl etc. may be the same or different Examples thereof include a linear or branched alkenyl group having 2 to 4 carbon atoms having a double bond in a carbon chain substituted with one or more halogen atoms.

[0026] Examples of the "C 2 _C 4 alkynyl group" include a triple bond in a carbon chain such as propargyl, 1-butyne_3_yl, 1-butyne-3_methyl_3-yl. Straight chain or branched chain alkynyl groups having 2 to 4 carbon atoms, and examples of the “C 2 -C 4 haloalkynyl group” include one or more halo groups which may be the same or different. Examples thereof include a straight chain or branched chain alkenyl group having 2 to 4 carbon atoms having a triple bond in a carbon chain substituted by a mouth atom.

 Examples of the “C 3 -C 8 cycloalkyl group” include carbon atoms having a cyclic structure such as cyclopropyl, cyclobutyl, cyclopentyl, 2-methylcyclopentyl, 3-methylcyclopentyl, cyclohexyl, cycloheptyl and the like. Examples thereof include cycloalkyl groups having 3 to 8 atoms. Examples of the “C 3 -C 8 halocycloalkyl group” include 2, 2, 3, 3-tetrafluorocycloptyl, 2-chlorocyclohexyl, 4 —C3-C8 cycloalkyl group having a cyclic structure substituted by one or more halogen atoms which may be the same or different, such as chlorocyclohexyl.

[0028] Examples of the "C1-C3 alkoxy group" include linear or branched alkoxy groups having 1 to 3 carbon atoms such as methoxy, ethoxy, n_propyloxy, and isopropyloxy. Examples of the “C 1 -C 4 alkoxy group” include, in addition to the “C 1 -C 3 alkoxy group”, for example, a linear or branched carbon atom number of 1 to 4 such as 2_butyloxy Examples of the “C 1 -C 3 haloalkoxy group” include, for example, trifluoromethoxy, 1 , 1, 2_trifluoroethoxy, 1,1,1,3,3,3_hexafluoro 1-2-propyloxy, 2,2,2_trifluoroethoxy, 2_cycloethoxy, 3_fluoro- one or more halogens, which may be the same or different, such as η-propyloxy, 1,1,2,2,2-tetrafluoroethoxy, 1,1,2,3,3,3_hexafluoropropyloxy Examples thereof include straight-chain or branched haloalkoxy groups having 1 to 3 carbon atoms substituted by atoms, and “C 1 _C 4 haloalkoxy groups” include “C 1 _C 3 haloalkoxy groups”. In addition, for example, 1,1,2,2,3,3,3_hexafluoro-n-poroxy, 1,1,1,1,3,3,4,4,4-octafluoro-2-butyloxy and the like or different 1 to 4 linear or branched carbon atoms substituted by one or more halogen atoms Haloalkoxy groups.

 [0029] Examples of the "C1-C3 alkylthio group" include linear or branched alkylthio having 1 to 3 carbon atoms such as methylthio, ethylthio, n-propylthio, i-propylthio, cyclopropylthio and the like. Examples of the “C 1 -C 4 alkylthio group” include “C 1 -C 3 alkylthio group”, for example, n_ptylthio, i_ptylthio, s_ptylthio, t_ptylthio, cyclopropylmethylthio, etc. And a linear or branched alkylthio group having 1 to 4 carbon atoms, and “C 1 -C 6 alkylthio group” includes, for example, n— Examples thereof include linear or branched alkylthio groups having 1 to 6 carbon atoms such as pentylthio and n-hexylthio.

[0030] Examples of the "C1-C3 haloalkylthio group" include trifluoromethylthio, pentafluoroethylthio, 2_fluoroethylthio, 2, 2, 2-trifluoroethylthio, Heptafluoro_n-propylthio, heptafluoro i-propylthio, 1,1,2,2,2-tetrafluoroethylthio, 1,1,2,3,3,3_hexafluoropropylthio Linear or branched, optionally substituted by one or more halogen atoms Examples thereof include a chain-like alkylthio group having 1 to 3 carbon atoms, and examples of the “C 1 _C 4 haloalkylthio group” include, in addition to “C 1—C 3 haloalkylthio group”, nonafluoro-n_ptylthio, Number of linear or branched carbon atoms substituted with one or more halogen atoms, which may be the same or different, such as nonafluoro-s_ptylthio, 4,4,4_trifluoro-n_ptylthio 1 to There are four alkylthio groups, and examples of the “C 1 _C 6 haloalkylthio group” include “C 1 -C 4 haloalkylthio group” and, for example, perfluoro n-pentylthio, perfluoro n- Examples thereof include a linear or branched alkylthio group having 1 to 6 carbon atoms substituted with one or more halogen atoms which may be the same or different, such as xylthio.

[0031] Examples of the "C1-C3 alkylsulfinyl group" include linear or branched carbon atoms such as methylsulfinyl, ethylsulfinyl, n-propylsulfinyl, i-propylsulfinyl, cyclopropylsulfinyl and the like. Examples of the “C 1 -C 6 alkylsulfinyl group” include “C 1 -C 3 alkylsulfinyl group”, for example, n_ptylsulfinyl, t_ptylsulfinyl group. And linear or branched alkylsulfinyl groups having 1 to 6 carbon atoms such as n-pentylsulfinyl and n-hexylsulfinyl.

As the “C 1 -C 3 haloalkylsulfinyl group”, for example, trifluoromethylsulfinyl, pentafluorosulfinyl, 2, 2, 2-trifluoroethylsulfinyl, heptafluoro n-propylsulfinyl, heptafluoro _ i —propylsulfinyl, 1,1,2,2,2-tetrafluoroethylsulfinyl, 1,1,2,3,3,3_hexafluoropropylsulfinyl etc. may be the same or different Examples include a linear or branched alkyl sulfinyl group having 1 to 3 carbon atoms substituted by a halogen atom, and “C 1 -C 6 haloalkylsulfinyl group” includes “C 1 -C 3 haloalkyl”. In addition to “sulfinyl group”, for example, nonafluoro-n-butylsulfinyl, nonafluoro-s-butylsulfur 1 or more halogen atoms, which may be the same or different, such as ynyl, 4,4,4_trifluoro-n-butylsulfinyl, perfluoro_n-pentylsulfinyl, perfluoro-n-hexylsulfinyl, etc. Examples thereof include a substituted linear or branched alkylsulfinyl group having 1 to 6 carbon atoms.

 Examples of the “C 1 -C 3 alkylsulfonyl group” include linear or branched carbon atoms such as methylsulfonyl, ethylsulfonyl, n-propylsulfonyl, i-propylsulfonyl, cyclopropylpropyl and the like. Examples of the “C 1 -C 6 alkylsulfonyl group” include “C 1 -C 3 alkylsulfonyl group” in addition to “C 1 -C 3 alkylsulfonyl group”. And linear or branched alkylsulfonyl groups having 1 to 6 carbon atoms such as n-pentylsulfonyl and n-hexylsulfonyl.

 [0034] Examples of the “C 1 -C 3 haloalkylsulfonyl group” include trifluoromethylsulfonyl, pentafluoroethylsulfonyl, 2, 2, 2_trifluoroethylsulfonyl, heptafluoro_n_propylsulfonyl, heptafluoro_ one or more, which may be the same or different, such as i-propylsulfonyl, 1,1,2,2,2-tetrafluoroethylsulfonyl, 1,1,2,2,3,3,3_hexafluoropropylsulfonyl Examples of the “C 1 -C 6 haloalkylsulfonyl group” include a linear or branched alkylsulfonyl group having 1 to 3 carbon atoms substituted by a halogen atom, and “C 1 -C 6 haloalkylsulfonyl group”. In addition to the “group”, for example, nonafluoro-n-butylsulfonyl, nonafluoro-s-butylsulfonyl, 4,4,4_trifluoro- n-Butylsulfonyl, perfluoro-n-pentylsulfonyl, perfluoro-n-hexylsulfonyl, etc. may be the same or different Linear or branched carbon substituted with one or more halogen atoms Examples thereof include an alkylsulfonyl group having 1 to 6 atoms.

[0035] Examples of the "arylsulfonyloxy group" include phenylsulfonylo Aromatic rings such as xoxy, p-toluenesulfonyloxy, 1_naphthylsulfonyloxy, 2-naphthylsulfonyloxy, anthrylsulfonyloxy, phenanthrylsulfonyloxy, and acenaphthylenylsulfonyloxy An arylsulfonyl group having 6 to 14 carbon atoms is exemplified.

 [0036] Examples of the "C 1 -C 4 alkylamino group" include linear, branched or cyclic such as methylamino, ethylamino, n-propylamino, i-propylamino, n_ptylamino, cyclopropylamino and the like. Examples thereof include alkylamino groups having 1 to 4 carbon atoms. Examples of the “di-C 1 -C 4 alkylamino group” include the same or the same such as dimethylamino, jetylamino, 1 \ 1 _ethyl_ 1 \ 1 _methylamino, etc. Examples thereof include an amino group substituted by two linear or branched alkyl groups having 1 to 4 carbon atoms which may be different.

 [0037] Examples of the "C 1 -C 4 perfluoroalkyl group" include trifluoromethyl, pentafluoroethyl, heptafluoro_n-propyl, heptafluoro i-propyl, nonafluoro-n-butyl, nonafluoro-2-butyl, Nonafluoro-i — linear or branched alkyl groups having 1 to 4 carbon atoms, all substituted with fluorine atoms such as butyl, etc., and “C 2 _C 6 perfluoroalkyl group” include, for example, Pentafluoroethyl, heptafluoro-n _propyl, heptafluoro mouth i-propyl, nonafluo mouth n_ ptyl, nonafluoro-2-ptyl, nonafluoro-i _ ptyl, unde force fluoro n-pentyl, tridecafluoro n- Linear or branched, all substituted by fluorine atoms such as xyl Atom number 2 include 6 alkyl groups.

[0038] Examples of the "C 1 -C 6 perfluoroalkylthio group" include trifluoromethylthio, pentafluoroethylthio, heptafluoro_n-propylthio, heptafluorine i-propylthio, nonafluoron-butylthio, Nonafluoro-2-ptylthio, nonafluoro-i_ptylthio, unde force fluoro-n-pentylthio, tridecafluoro-n-hexylthio, etc., all linear or branched carbon atoms substituted by fluorine atoms 1 to 1 There are 6 alkylthio groups.

 [0039] Examples of the "C 1 -C 6 perfluoroalkylsulfinyl group" include trifluoromethylsulfinyl, pentafluoroethylsulfinyl, heptafluoro_n-propylsulfinyl, heptafluor mouth i-propyls Linear, all substituted by fluorine atoms such as rufinyl, nonafluoro-n-butylsulfinyl, nonafluoro-2_ptylsulfinyl, nonafluoro-i_ptylsulfinyl, undecafluoro-n-pentylsulfinyl, tridecafluoro-n-hexylsulfinyl, etc. Alternatively, branched alkyl sulfinyl groups having 1 to 6 carbon atoms are exemplified.

 [0040] Examples of the "C 1 -C 6 perfluoroalkylsulfonyl group" include trifluoromethylsulfonyl, pentafluoroethylsulfonyl, heptafluoro n_propylsulfonyl, heptafluor mouthpiece i-propylsulfonyl Linear or all substituted with fluorine atoms such as nonafluoro-n_butylsulfonyl, nonafluoro-2-butylsulfonyl, nonafluoro-i-butylsulfonyl, undefluoro-n-pentylsulfonyl, tridecafluoro-n-hexylsulfonyl Examples include branched-chain alkylsulfonyl groups having 1 to 6 carbon atoms.

 [0041] Examples of the "alkylsilyl group" include linear or branched alkyl groups having a key atom such as a methylsilyl group, a trimethylsilyl group, and an ethylsilyl group.

 [0042] The compound represented by the general formula (1) or the general formula (5)

It may contain one or more asymmetric carbon atoms or asymmetric centers, and there may be more than one optical isomer, but it is represented by general formula (1) or general formula (5). The compound includes all the optical isomers and mixtures containing them in an arbitrary ratio. In addition, the compound represented by the general formula (1) or the general formula (5) may have two or more geometric isomers derived from a carbon-carbon double bond in the structural formula. The compound represented by the general formula (1) or the general formula (5) includes each geometric isomer and any ratio thereof. All the mixtures are also included.

 [0043] As the compound represented by the general formula (1) or the general formula (5), compounds having the following atoms or groups may be mentioned as preferred compounds.

A ₁ A ₂ , A 3 and A ₄ are preferable, and A is a carbon atom, a nitrogen atom or an oxidized nitrogen atom, and A ₂ , A ₃ and A ₄ are all carbon atoms, and more preferably In A, AA ₂ , A ₃ and A ₄ are all carbon atoms.

[0044] Preferred is a hydrogen atom or a C1_C4 alkyl group, and more preferred is a hydrogen atom, a methyl group or an ethyl group.

R ₂ is preferably a hydrogen atom or a C 1 —C 4 alkyl group, and more preferably a hydrogen atom, a methyl group, or an ethyl group.

G ₁ G ₂ are preferably both oxygen atoms.

 n is preferably 0, 1, or 2 and more preferably 0 or 1.

 X is preferably a hydrogen atom or a halogen atom, more preferably

A hydrogen atom or a fluorine atom.

[0045] Preferably, a phenyl group, or a halogen atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, a C2-C4 alkenyl group, a C2-C4 haloalkenyl group, a C2-C4 alkynyl group C2-C4 haloalkynyl group, C3-C6 cycloalkyl group, C3-C6 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, C1 —C 4 alkylamino group, di C 1—C 4 alkylamino group, cyano group, nitro group, hydroxy group, C 1—C 4 alkyl carbonyl group, C 1—C 4 alkyl carbonyloxy group, C 1—C 4Alkoxycarbonyl group, acetylamino group A substituted phenyl group, a pyridyl group, or a halogen atom, C1-C4 alkyl group, C1-C4 having one or more substituents which may be the same or different and selected from Haloalkyl group, C 2—C 4 alkenyl group, C 2—C 4 haloalkenyl group, C 2—C 4 alkynyl group, C 2—C 4 haloalkynyl group, C 3—C 6 cycloalkyl group, C 3—C 6halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C 1-C 3 haloalkylsulfinyl group, C 1-C 3 alkylsulfonyl group, C 1-C 3 haloalkylsulfonyl group, C 1-C 4 alkylamino group, di-C 1-C 4 alkylamino group, cyano group, One or more same or different selected from nitro group, hydroxy group, C1-C4 alkyl group, C1-C4 alkylcarbonyl group, C1-C4 alkoxy group, acetylamino group Substituted pyridyl group having an optionally substituted substituent It is.

[0046] More preferably,

 Phenyl group,

 Fluorine atom, chlorine atom, bromine atom, iodine atom, methyl group, trifluoromethyl group, methoxy group, trifluoromethoxy group, methylthio group, methylsulfinyl group, methylsulfonyl group, trifluoromethylthio group, trifluoromethylsulfinyl group, A substituted phenyl group having 1 to 3 identical or different substituents selected from a trifluoromethylsulfonyl group, a methylamino group, a dimethylamino group, a cyano group, and a nitro group;

 Pyridyl group,

 Fluorine atom, chlorine atom, bromine atom, iodine atom, methyl group, trifluoromethyl group, methoxy group, trifluoromethoxy group, methylthio group, methylsulfinyl group, methylsulfonyl group, trifluoromethylthio group, trifluoromethylsulfinyl group, A substituted pyridyl group having 1 to 2 identical or different substituents selected from a trifluoromethylsulfonyl group, a methylamino group, a dimethylamino group, a cyano group and a nitro group.

[0047] Q ₂ is preferably a substituted phenyl group or a substituted pyridyl group represented by the general formula (2), the general formula (3) or the general formula (4). 2) if

 (i)

Υ ₅ are preferably the same or different, and fluorine atom, chlorine atom, bromine atom, iodine atom, methyl group, ethyl group, η_propyl group, i-propyl group, n_butyl group, 2_butyl Group, trifluoromethyl group, methylthio group, methylsulfinyl group, methylsulfonyl group, trifluoromethylthio group, trifluoromethylsulfinyl group, trifluoromethylsulfonyl group, cyan group,

Υ ₂ and Υ ₄ are preferably hydrogen atoms,

Preferably the Upsilon _3, triflumizole Ruo Russia methyl, penta full O B Sulfur D group,

 1,1,2,2,3,3,3_hexafluoropropoxy group, 2,2,2_trifluoro- 1_trifluoromethylethoxy group, 2_trifluoromethoxy--1,1,2,2_trifluoro Fluoroethoxy group, 1,1,2,2-tetrafluoroethoxy group,

 1, 1, 2, 3, 3, 3 _ Hexafluoropropylthio group, 2, 2, 2—Trifluoro 1-trifluoromethyl thio group, 2 _ trifluoromethoxy _ 1, 1, 2 _ Trifluoroethylthio group, 1,1,2,2,2-tetrafluoroethylthio group,

 1, 1, 2, 3, 3, 3_hexafluoropropylsulfinyl group, 2,2,2_trifluoro- 1_trifluoromethylethylsulfinyl group, 2_ trifluoromethoxy 1, 1, 2 _ Trifluoroethylsulfinyl group, 1,1,2,2-tetrafluoroethylsulfinyl group,

1, 1, 2, 3, 3, 3_hexafluoropropylsulfonyl group, 2,2,2_trifluoromethyl 1_trifluoromethylsulfonyl group, 2_trifluoromethoxy 1,1,1, 2_trifluoroethylsulfonyl group, 1,1,2,2-tetrafluoroethylsulfonyl group,

Or (ii)

 Preferably,

Hydroxymethyl group, methoxymethyl group, methylthiomethyl group, methylsulfinylmethyl group, methylsulfonylmethyl group, acetyl group, trifluoroacetyl group, acetoxy group, ethenylcarbonyl group, trifluoroacetoxy group, methoxycarbonyl group, ethoxycarbonyl group An acetylamino group, a trifluoroacetylamino group, a methylsulfonyloxy group, a trifluoromethylsulfonyloxy group,

Y ₅ is preferably a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a methyl group, an ethyl group, an η-propyl group, an i-propyl group, an n_butyl group, a 2_butyl group, or a trifluoromethyl group. A methylthio group, a methylsulfinyl group, a methylsulfonyl group, a trifluoromethylthio group, a trifluoromethylsulfinyl group, a trifluoromethylsulfonyl group, a cyano group,

Υ ₂ and Υ ₄ are preferably hydrogen atoms,

Preferably the Upsilon _3, penta full O Roe butyl group, Heputafuruoro _ .eta. flop port propyl group, Heputafuruo port one i - propyl group, Nonafuruoro n _ butyl group, Nonafuruoro 2 _ butyl group, Nonafuruoro i _ butyl group, Torifuruo Romechiruchio Group, pentafluoroethylthio group, heptafluoro_n-propylthio group, heptafluor mouthpiece i-propylthio group, nonafluoro-n-butylthio group, nonafluoro-2-ptylthio group, trifluoromethylsulfinyl group, pentafluro Oloethylsulfinyl group, heptafluoro_n—pylpyrusulfinyl group, heptafluoline i—propylsulfinyl group, nonafluoro_n-butylsulfinyl group, nonafluoro-2-butylsulfinyl group, trifluoromethylsulfonyl group, pen Fluoroethylsulfonyl group, heptafluoro_n_propylsulfonyl group, heptafluor mouthpiece i-propylsulfonyl group, nonafluoro-n-butylsulfonyl group, nonafluoro_2-butylsulfonyl group, trifluoromethyl group, 1, 1 , 2, 3, 3, 3_hexafluoropropoxy group, 2, 2, 2_trifluoro-1 _ Trifluoromethylethoxy group, 2_trifluoromethoxy group 1, 1, 2_ trifluoroethoxy group, 1, 1, 2, 2-tetrafluoroethoxy group, 1, 1, 2, 3, 3, 3_ Hexafluoropropylthio group, 2, 2, 2-trifluorine 1_trifluoromethylthiol group, 2_trifluoromethoxy_1,1,2,2_trifluoroethylthio group, 1,1,2 , 2-tetrafluoroethylthio group,

 1, 1, 2, 3, 3, 3_hexafluoropropylsulfinyl group, 2,2,2_trifluoro- 1_trifluoromethylethylsulfinyl group, 2_ trifluoromethoxy 1, 1, 2 _ Trifluoroethylsulfinyl group, 1,1,2,2-tetrafluoroethylsulfinyl group,

1, 1, 2, 3, 3, 3_hexafluoropropylsulfonyl group, 2,2,2_trifluoromethyl 1_trifluoromethylsulfonyl group, 2_trifluoromethoxy 1,1,1, 2_trifluoroethylsulfonyl group, 1,1,2,2-tetrafluoroethylsulfonyl group,

 (i i i)

 Y is preferably a trifluoromethoxy group, a pentafluoroethyl group, a trifluoromethylthio group, a pentafluoroethylthio group, a heptafluoropropylthio group, a heptafluoroisopropylthio group, a trifluoromethylsulfinyl group, a pentafluoro group. Oloethylsulfinyl group, heptafluoropropylsulfinyl group, heptafluoroisopropylsulfinyl group, trifluoromethylsulfonyl group, pentafluoroethylsulfonyl group, heptafluoropropylsulfonyl group, heptafluoroisopropylsulfonyl group And

Υ ₅ is preferably a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a methyl group, an ethyl group, a trifluoromethoxy group, a pentafluoroethyl group, a trifluoromethylthio group, or a pentafluoroethylthio group. , Heptafluoropropylthio group, heptafluoroisopropylthio group, trifluoromethylsulfinyl group, pentafluoroethylsulfinyl group, heptafluoropro group Pyrsulfinyl group, heptafluoroisopropylsulfinyl group, trifluoromethylsulfonyl group, pentafluoroethylsulfonyl group, heptafluoropropylsulfonyl group, heptafluoroisopropylsulfonyl group,

Υ ₂ and Υ ₄ are preferably hydrogen atoms,

Υ ₃ is a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom, and in the case of general formula (4)

Υ ₅ are preferably the same or different, and fluorine atom, chlorine atom, bromine atom, iodine atom, methyl group, ethyl group, η_propyl group, i-propyl group, n_butyl group, 2_butyl Group, trifluoromethyl group, methylthio group, methylsulfinyl group, methylsulfonyl group, trifluoromethylthio group, trifluoromethylsulfinyl group, trifluoromethylsulfonyl group, cyan group,

Υ ₂ and Υ ₄ are preferably hydrogen atoms,

 Preferably, R a is a promodifluoro group, Rb is a fluorine atom, R c force << trifluoromethyl group, or R a is a chlorodifluoro group, Rb is a hydroxy group, and Rc is a chlorofluoromethyl group.

[0048] —Examples of the compound represented by the general formula (1) include the following compounds I to VI I I. These compounds can be preferably used from the viewpoint of controlling effect.

[0049] (Compound I)

 In general formula (1),

A ₁ represents a carbon atom, a nitrogen atom or an oxidized nitrogen atom,

A ₂ , A ₃ and A ₄ represent carbon atoms,

R ₁ R ₂ independently represents a hydrogen atom or a C 1 -C 4 alkyl group

G and G ₂ each independently represent an oxygen atom or a sulfur atom,

X may be the same or different and is a hydrogen atom, a halogen atom, or A rifluoromethyl group,

 n represents an integer from 0 to 4,

 Is a phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C 1-C 4 alkoxycarbonyl group, C 1-C 4 haloalkoxy group sulfonyl group, C 1-C 4 alkyl group sulfonylamino group, C 1-C 4 haloalkyl group sulfonylamino group, C 1-C 4 alkyl group Sulfonyloxy group, C1-C4 haloalkylsulfonyloxy group, arylsulfonyloxy group, pentafluorosulfanyl group, or phenyl group

A substituted phenyl group having one or more substituents, which may be the same or different selected from

Heterocyclic group (What is the heterocyclic group here?

Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Cenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetrazolyl group, 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydrobiranyl group, or dihydrovillani Le group

Indicates. ),

Or

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C 1-C 4 alkoxycarbonyl group, C 1-C 4 haloalkoxy group sulfonyl group, C 1-C 4 alkyl group sulfonylamino group, C 1-C 4 haloalkyl group sulfonylamino group, C 1-C 4 alkyl group A substituted heterocycle having one or more substituents, which may be the same or different, selected from a sulfonyloxy group, a C1-C4 haloalkylsulfonyloxy group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group; Ring group (the heterocyclic group here is birazinyl group, pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, furyl group, enyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group, isothiazolyl group , Thiadiazolyl group, pyrayl group, imidazolyl group, triazolyl group, pyra A zolyl group, a tetrazolyl group, a 2,3-dihydromonobenzo [1,4] dioxinyl group, a benzo [1,3] dioxolyl group, a tetrahydrobilanyl group, or a dihydrovillaryl group.

Q ₂ —General formula (2)

[Chemical 17]

 (Where

Υ ₅ may be the same or different,

Halogen atom, C1-C6 alkyl group, C1-C6 haloalkyl group, C1-C6 alkoxy group, C1-C6 haloalkoxy group, C1-C6 alkylthio group, C1-C6 haloalkylthio group C 1 -C 6 alkylsulfinyl group, C 1 -C 6 haloalkylsulfinyl group, C 1 -C 6 alkylsulfonyl group, C 1 -C 6 haloalkylsulfonyl group, cyano group, or nitro group

Υ ₂ and Υ ₄ may be the same or different,

Represents a hydrogen atom, a halogen atom, or a C 1 _C 6 alkyl group,

Y ₃

 Trifluoromethyl group, C1-C6 perfluoroalkoxy group, pentafluorosulfanyl group,

Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkoxy groups,

Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkylthio groups,

The same or selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group; A substituted C1-C6 haloalkylsulfinyl group substituted by one or more substituents, which may be different, or

Substituted by one or more substituents, which may be the same or different, selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Represents a substituted C 1 -C 6 haloalkylsulfonyl group. )

Compound I represented by:

 (Compound II)

 In general formula (1),

A ₁ represents a carbon atom, a nitrogen atom or an oxidized nitrogen atom,

A ₂ , A ₃ and A ₄ represent carbon atoms,

R ₁ R ₂ independently represents a hydrogen atom or a C 1 -C 4 alkyl group

G and G ₂ each independently represent an oxygen atom or a sulfur atom,

X may be the same or different and is a hydrogen atom, a halogen atom, or a trifluoromethyl group,

 η represents an integer from 0 to 4,

 Is a phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 al Kilcarbonyloxy group, C1-C4 haloalkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group sulfonyl group, C1-C4 alkyl group sulfonylamino group, C1-C 4-haloalkyl group, sulfonylamino group, C1-C4 alkylsulfonyloxy group, C1-C4 haloalkylsulfonyloxy group, arylsulfonyloxy group, pentafluorosulfanyl group, or phenyl group

A substituted phenyl group having one or more substituents, which may be the same or different selected from

Heterocyclic group (What is the heterocyclic group here?

Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Chenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetrazolyl group, 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydrobiranyl group, or dihydrovillaryl group

Indicates. ),

Or

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 al Kilcarbonyloxy group, C1-C4 haloalkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group sulfonyl group, C1-C4 alkyl group sulfonylamino group, C1-C Same or different selected from 4-haloalkyl group, sulfonylamino group, C1-C4 alkylsulfonyloxy group, C1-C4 haloalkylsulfonyloxy group, arylsulfonyloxy group, pentafluorosulfanyl group, or phenyl group A substituted heterocyclic group having one or more substituents (wherein the heterocyclic group is birazinyl group, pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, furyl group, chenyl group, oxazolyl) Group, isoxazolyl group, oxadiazolyl group, thiazolyl group, isothiazolyl group, thiadiazolyl group Pichial group, imidazolyl group, triazolyl group, pyrazolyl group, tetrazolyl group, 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydrobiranyl group, or dihydrovillar ), And

Q ₂

General formula (2)

[Chemical 18]

 (Where

 Y is a C 1 -C 4 alkyl carbonyl group, a C 1 -C 4 haloalkyl carbonyl group, a C 1 -C 4 alkyl carbonyloxy group, a C 1 -C 4 haloalkyl carbonyloxy group, a C 1 -C 4 alkoxy carbonyl group, C1-C4 haloalkoxycarbonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkylsulfonyloxy group, C1-C4 haloalkylsulfonyloxy group, or

Halogen atom, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C 1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkyl carbonyl group, C1-C4 alkyl group Carbonyloxy group, C1-C4 haloalkylcarbonyl group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxycarbonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 Haloalkyl group, sulfonylamine group, C1-C4 alkylsulfonoxy group, C1-C4 haloalkylsulfonyloxy group, arylsulfonyloxy group, pentafluorosulfanyl group Other indicates C 1 _ C 4 alkyl groups substituted by the same or different one or more may have substituents selected from alkylsilyl group,

Y ₅ is

Halogen atom, C1-C6 alkyl group, C1-C6 haloalkyl group, C1-C6 alkoxy group, C1-C6 haloalkoxy group, C1-C6 alkylthio group, C1-C6 haloalkylthio group C 1 -C 6 alkylsulfinyl group, C 1 -C 6 haloalkylsulfinyl group, C 1 -C 6 alkylsulfonyl group, C 1 -C 6 haloalkylsulfonyl group, cyano group, or nitro group

Υ ₂ and Υ ₄ may be the same or different,

A hydrogen atom, a halogen atom, a C 1 _C 6 alkyl group,

Y ₃

 C 1—C 4 haloalkoxy group, C 2—C 6 perfluoroalkyl group, C 1—C 6 perfluoroalkylthio group, C 1 _C 6 perfluoroalkylsulfinyl group, C 1— C 6 perfluoroalkylsulfonyl group,

Trifluoromethyl group, C1-C6 perfluoroalkoxy group, pentafluorosulfanyl group, Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkoxy groups,

Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkylthio groups,

Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkylsulfinyl groups,

Or one or more substitutions which may be the same or different selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C 1 -C 6 alkoxy group, or a C 1 -C 6 haloalkoxy group And represents a substituted C 1 -C 6 haloalkylsulfonyl group substituted by a group. Compound II represented by:

 (Compound III)

 In general formula (1),

A ₁ represents a carbon atom, a nitrogen atom or an oxidized nitrogen atom,

A ₂ , A ₃ and A ₄ represent carbon atoms,

R ₁ R ₂ independently represents a hydrogen atom or a C 1 -C 4 alkyl group

G and G ₂ each independently represent an oxygen atom or a sulfur atom,

 X may be the same or different and is a hydrogen atom, a halogen atom, or a trifluoromethyl group,

 η represents an integer from 0 to 4,

 Is a phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C 1 _C 4 alkyl group, C2—C4 alkenyl group, C 2—C 4 haloalkenyl group, C 2—C 4 alkynyl group, C 2—C 4 haloalkynyl group, C3—C 8 cycloalkyl group, C 3—C 8 halocycloalkyl group, C 1—C3 alkoxy group, C 1—C 3 haloalkoxy group, C 1—C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group Group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyan group , Nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 haloalkylcarbonyloxy group, C1-C4 4-alkoxycarbonyl group, C1-C4 haloalkoxy force Lonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkylsulfonyloxy group, C1-C4 haloalkylsulfonyloxy group, arylsulfonyl group Xoxy group, pentafluorosulfanyl group, or phenyl group

A substituted phenyl group having one or more substituents, which may be the same or different selected from

Heterocyclic group (What is the heterocyclic group here?

Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Chenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetrazolyl group, 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydrobiranyl group, or dihydrovillaryl group

Indicates. ),

Or

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C 1 _C 4 alkyl group, C2—C4 alkenyl group, C 2—C 4 haloalkenyl group, C 2—C 4 alkynyl group, C 2—C 4 haloalkynyl group, C3—C 8 cycloalkyl group, C 3—C 8 halocycloalkyl group, C 1—C3 alkoxy group, C 1—C 3 haloalkoxy group, C 1—C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group Group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyan group , Nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 haloalkylcarbonyloxy group, C1-C4 4-alkoxycarbonyl group, C1-C4 haloalkoxy force Lonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkylsulfonyloxy group, C1-C4 haloalkylsulfonyloxy group, arylsulfonyl group A substituted heterocyclic group having one or more substituents, which may be the same or different, selected from a xy group, a pentafluorosulfanyl group, or a phenyl group (wherein the heterocyclic groups are birazinyl group, pyridyl group, pyridine-N —Oxoxide group, pyrimidinyl group, pyridazyl group, furyl group, chenyl group, oxazolyl group, isoxazolyl group, oxaziazolyl group, thiazolyl group, isothiazolyl group, thiadiazolyl group, pichial group, imidazolyl group, tetrazolyl group, pyrazolyl group, pyrazolyl group Zolyl group, 2,3-dihydromonobenzo [1,4] dioxy Group, benzo [1, 3] Jiokisoriru group, a tetrahydronaphthyl Vila alkenyl group or Jihidorobira two group,.), And

Q ₂

General formula (2) [Chemical 19]

 (Where

 Y is C 1 _C 6 alkoxy group, C 1—C 6 haloalkoxy group, C 1—C 6 alkylthio group, C 1—C 6 haloalkylthio group, C 1—C6 alkylsulfinyl group, C 1—C 6 haloalkylsulfinyl. A C 1 -C 6 alkylsulfonyl group, or a C 1 -C 6 haloalkylsulfonyl group,

Y ₅ is

Halogen atom, C1-C6 alkyl group, C1-C6 haloalkyl group, C1-C6 alkoxy group, C1-C6 haloalkoxy group, C1-C6 alkylthio group, C1-C6 haloalkylthio group C 1 -C 6 alkylsulfinyl group, C 1 -C 6 haloalkylsulfinyl group, C 1 -C 6 alkylsulfonyl group, C 1 -C 6 haloalkylsulfonyl group, cyano group, or nitro group

Υ ₂ and Υ ₄ may be the same or different,

A hydrogen atom, a halogen atom, a C 1 _C 6 alkyl group,

Y ₃ represents a halogen atom. )

Compound III represented by

 (Compound IV)

 In general formula (1),

A ₁ represents a carbon atom, a nitrogen atom or an oxidized nitrogen atom,

A ₂ , A ₃ and A ₄ represent carbon atoms,

R ₁ R ₂ independently represents a hydrogen atom or a C 1 -C 4 alkyl group

G and G ₂ each independently represent an oxygen atom or a sulfur atom,

X may be the same or different and is a hydrogen atom, a halogen atom, or A rifluoromethyl group,

 n represents an integer from 0 to 4,

 Is a phenyl group,

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C 1-C 4 alkoxycarbonyl group, C 1-C 4 haloalkoxy group sulfonyl group, C 1-C 4 alkyl group sulfonylamino group, C 1-C 4 haloalkyl group sulfonylamino group, C 1-C 4 alkyl group Sulfonyloxy group, C1-C4 haloalkylsulfonyloxy group, arylsulfonyloxy group, pentafluorosulfanyl group, or phenyl group

A substituted phenyl group having one or more substituents, which may be the same or different selected from

Heterocyclic group (What is the heterocyclic group here?

Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Cenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetrazolyl group, 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydrobiranyl group, or dihydrovillani Le group

Indicates. ),

Or

Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C 1-C 4 alkoxycarbonyl group, C 1-C 4 haloalkoxy group sulfonyl group, C 1-C 4 alkyl group sulfonylamino group, C 1-C 4 haloalkyl group sulfonylamino group, C 1-C 4 alkyl group A substituted heterocycle having one or more substituents, which may be the same or different, selected from a sulfonyloxy group, a C1-C4 haloalkylsulfonyloxy group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group; Ring group (the heterocyclic group here is birazinyl group, pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, furyl group, enyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group, isothiazolyl group , Thiadiazolyl group, pyrayl group, imidazolyl group, triazolyl group, pyra A zolyl group, a tetrazolyl group, a 2,3-dihydromonobenzo [1,4] dioxinyl group, a benzo [1,3] dioxolyl group, a tetrahydrobilanyl group, or a dihydrovillaryl group.

Q ₂ —General formula (4)

[0056] [Chemical 20]

(In the formula, Y ₅ may be the same or different,

Halogen atom, C1-C6 alkyl group, C1-C6 haloalkyl group, C1-C6 alkoxy group, C1-C6 haloalkoxy group, C1-C6 alkylthio group, C1-C6 haloalkylthio group , C 1 -C 6 alkylsulfinyl group, C 1 -C 6 haloalkylsulfinyl group, C 1 -C 6 alkylsulfonyl group, C 1 -C 6 haloalkylsulfonyl group, cyano group, nitro group, Υ ₂ , Υ ₄ May be the same or different and each represents a hydrogen atom, a halogen atom, a C 1 -C 6 alkyl group,

 Ra represents a halogen atom or a hydroxy group,

 R b and R c each independently represent a halogen atom or a C 1 -C 6 haloalkyl group, and at least one of R b and Rc has at least one hydrogen atom, hydroxy group, chlorine atom, bromine It has an atom or iodine atom. Compound IV represented by:

 [0057] (Compounds V to VIII)

Said compound! A compound V to VI II in which at least one of R ₂ is a C 1 _C 4 alkyl group in -IV.

 [0058] The compound represented by the general formula (1) or the general formula (5) can be produced by the production methods 1-11 described below. A typical production method of the compound represented by the general formula (1) or the general formula (5) is shown below, but the production method is not limited to the production method shown below.

[0059] In the general formula shown in the following production method, Q ₂ has the same meaning as Q ₂ in the above [1], or the general formula (2)

[0060] [Chemical 21]

(Where 式₂ Υ ₃ Υ ₄ Υ ₅ is Υ in the above [1].

Υ ₅ synonymous. ),

 Or general formula (3)

[Chemical 22]

[0062] (wherein Υ ₆ Υ ₈ Υ ₉ is synonymous with Υ ₆ Υ ₈ Υ ₉ in the above [1].)

 Indicates that

 Manufacturing method 1

[0063] [Chemical 23]

(—In general formula (1 9) to general formula (26), Ε represents _C (= GJ — or _S0 ₂ _, and AA ₂ A ₃ A ₄ GG ₂ RR ₂ X n QQ ₂ is the above [1] Is synonymous with AA ₂ A ₃ A ₄ G ₁ G ₂ R ₁ R ₂ X n Q ₁ Q ₂ , and L is the ability to eliminate halogen atoms, hydroxy groups, etc. Represents a functional group having )

 [0064] 1-(i): General formula (1 9) + — General formula (2 0) → General formula (2 1) Compound represented by general formula (1 9) and general formula (2 0) The compound represented by the general formula (2 1) can be produced by reacting the obtained compound in a solvent or without solvent. In this step, a base can also be used. Any solvent may be used as long as it does not significantly inhibit the progress of this reaction.For example, water, aromatic hydrocarbons such as benzene, toluene, and xylene, halogenated compounds such as dichloromethane, chloroform, and carbon tetrachloride. Hydrocarbons, jetyl ether, dioxane, tetrahydrofuran, linear or cyclic ethers such as 1,2-dimethoxetane, esters such as ethyl acetate and butyl acetate, alcohols such as methanol and ethanol, acetone, methylisopropyl ketone, cyclohexane Ketones such as hexanone, amides such as dimethylformamide, dimethylacetamide, nitriles such as acetonitrile, and inert solvents such as 1,3-dimethyl-2-imidazolidinone, These solvents can be used alone or in combination of two or more. Can be used.

 [0065] Examples of the base include organic bases such as triethylamine, tri-n-ptylamine, pyridine and 4-dimethylaminopyridine, alkali metal hydroxides such as sodium hydroxide and potassium hydroxide, sodium hydrogen carbonate , Carbonates such as lithium carbonate, phosphates such as dipotassium monohydrogen phosphate and trisodium phosphate, alkali metal hydrides such as sodium hydride, alkali metals such as sodium methoxide and sodium ethoxide It can indicate alcoholate. These bases may be appropriately selected and used within a range of 0.01 to 5 molar equivalents relative to the compound represented by the general formula (19).

 [0066] The reaction temperature may be appropriately selected from _20 ° C to the reflux temperature of the solvent used, and the reaction time may be selected from a range of several minutes to 96 hours.

[0067] For example, when the compound represented by the general formula (19) is m_nitroaromatic carboxylic acid halide, m_nitroaromatic force ruponic acid halide is halogenated with the corresponding aromatic carboxylic acid. Easy to manufacture by reacting agents Can do. Examples of the halogenating agent include halogenating agents such as thionyl chloride, thionyl bromide, phosphorus oxychloride, oxalyl chloride, and phosphorus trichloride.

 [0068] On the other hand, by reacting the compound represented by the general formula (19) with the compound represented by the general formula (20) without using a halogenating agent, the compound represented by the general formula (2 1) is obtained. Can be produced. For example, the production method described in C chem. Ber. P. 788 (1 970), that is, using an additive such as 1-hydroxybenzotriazol as appropriate, A method using a condensing agent using a catalyst can be shown. Other condensing agents used in this case may include 1_ethyl_3_ (3-dimethylaminopropyl) carbodiimide, 1, 1'-carbonyl bis-1H-imidazole, etc. .

 [0069] Further, as another method for producing the compound represented by the general formula (2 1), a mixed acid anhydride method using chloroformate esters can be shown, and J. Am. Ch By following the method described in em. Socp 50 1 2 (1 967), it is possible to produce a compound represented by the general formula (2 1). Examples of the chloroformate used in this case include isoptyl chloroformate, isoppropyl chloroformate, and the like, and in addition to the chloroformate esters, jetyl acetyl chloride, trimethyl acetyl chloride, and the like can be shown.

 [0070] Both the method using a condensing agent and the mixed acid anhydride method are not limited to the solvent, reaction temperature, and reaction time described in the above-mentioned literature, and use an inert solvent that does not significantly inhibit the progress of the reaction as appropriate. The reaction temperature and reaction time may be appropriately selected according to the progress of the reaction.

 1-(i i): General formula (2 1) → General formula (22)

The compound represented by the general formula (2 1) can be led to the compound represented by the general formula (22) by a reduction reaction. Examples of the reduction reaction include a method using a hydrogenation reaction and a method using a metal compound (for example, stannous chloride (anhydride), iron powder, zinc powder, etc.). In the former method, the reaction can be carried out in a suitable solvent in the presence of a catalyst, at normal pressure or under pressure, in a hydrogen atmosphere. Examples of the catalyst include a palladium catalyst such as palladium, a nickel catalyst such as Raney nickel, a cobalt catalyst, a ruthenium catalyst, a rhodium catalyst, and a platinum catalyst. Solvents include water, methanol, ethanol, and the like. Alcohols, aromatic hydrocarbons such as benzene and toluene, chain or cyclic ethers such as ether, dioxane and tetrahydrofuran, and esters such as ethyl acetate. The pressure is 0.1 to 1 OMPa, the reaction temperature is _20 ° C to the reflux temperature of the solvent used, and the reaction time is appropriately selected from a few minutes to 96 hours. A compound can be produced efficiently.

 [0072] As the latter method, “Organic Syntheses” Col is exemplified by a method using stannic chloride (anhydride) as a metal compound under the conditions described in Vol. Ill P. 453. Can do.

 [0073] 1-(i i i): General formula (22) + — General formula (23) → General formula (2 4)

 By reacting the compound represented by the general formula (22) and the compound represented by the general formula (23) in a solvent, the compound represented by the general formula (24) can be produced. In this step, a base can also be used.

[0074] The solvent is not particularly limited as long as it does not significantly inhibit the progress of this reaction. For example, water, aromatic hydrocarbons such as benzene, toluene, xylene, dichloromethane, chloroform, carbon tetrachloride, etc. Halogenated hydrocarbons, linear ether or cyclic ethers such as jetyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxetane, esters such as ethyl acetate and butyl acetate, alcohols such as methanol and ethanol, acetone, methyl isopti Must be an inert solvent such as ketones such as ruketone and cyclohexanone, amides such as dimethylformamide and dimethylacetamide, nitriles such as acetonitrile, 1,3-dimethyl-2-imidazolidinone, etc. These solvents can be used alone or in combination Combined and can be used. [0075] As the base, organic bases such as triethylamine, tri-n-ptylamine, pyridine, 4-dimethylaminopyridine, alkali metal hydroxides such as sodium hydroxide and potassium hydroxide, sodium hydrogen carbonate , Carbonates such as lithium carbonate, phosphates such as dipotassium monohydrogen phosphate and trisodium phosphate, alkali metal hydrides such as sodium hydride, alkali metals such as sodium methoxide and sodium ethoxide It can indicate alcoholate. These bases may be appropriately selected and used within the range of 0.01 to 5 molar equivalents relative to the compound represented by the general formula (2 2). The reaction temperature may be appropriately selected from _20 ° C. to the reflux temperature of the solvent used, and the reaction time may be in the range of several minutes to 96 hours. Further, it can also be produced by the method using the condensing agent described in 1_ (i) or the mixed acid anhydride method.

 [0076] 1-(i v): General formula (2 4) + — General formula (2 5) → General formula (2 6

)

 The compound represented by the general formula (2 6) and the compound represented by the general formula (2 5) are reacted in a solvent or without a solvent to produce the compound represented by the general formula (2 6). be able to. Examples of the compound represented by the general formula (25) include alkyl halides such as methyl iodide, iodyl chloride, and n-propyl bromide, and halogenated acyls such as acetyl chloride. it can. In this step, a suitable base or solvent can be used, and as the base or solvent, those exemplified in the above 1_ (i) can be used. The reaction temperature, reaction time, and the like can also follow the example of 1_ (i).

 [0077] Alternatively, instead of the compound represented by the general formula (2 5), an alkylating agent such as dimethyl sulfate or jetyl sulfate is reacted with the compound represented by the general formula (2 4). Therefore, it is possible to produce a compound represented by the general formula (2 6).

[0078] Manufacturing method 2 [Chemical 24]

[0079] (In the general formula (20), the general formula (23) and the general formula (27) to the general formula (30), E represents _C (= GJ — or _S 0 ₂ _, and AA ₂ , A ₃ , A ₄ , G ₁ G ₂ , R ₁ R ₂ , X, n, Q ₁ Q ₂ are AA ₂ , A ₃ , A ₄ , G ₁ G ₂ , R ₁ R ₂ , X, n in the above [1] Q _{1 and} Q ₂ are synonymous, L represents a functional group having a leaving ability such as /, a valence atom, and a hydroxy group, and H a I represents a halogen atom.)

 [0080] 2- (i): —General Formula (27) + —General Formula (23) → —General Formula (28) Starting from the compound represented by General Formula (27), the above 1 _ (i) The compound represented by the general formula (28) can be produced by reacting with the compound represented by the general formula (23) according to the conditions described in 1.

 [0081] 2- (i i): — General formula (28) → — General formula (29)

 Known to react the compound represented by the general formula (28) with thionyl chloride, oxalyl chloride, phosgene, phosphorus oxychloride, phosphorus pentachloride, phosphorus trichloride, thionyl bromide, phosphorus trifluoride, jetylaminosulfur trifluoride, etc. The compound represented by the general formula (29) can be produced by the conventional method.

 [0082] 2- (i i i): — General formula (29) + — General formula (20) → — General formula (3 0)

 By reacting the compound represented by the general formula (29) with the compound represented by the general formula (20) according to the conditions described in 1- (i), the compound represented by the general formula (30) Can be manufactured.

[0083] 2- (i v): —General formula (28) + —General formula (20) → —General formula (30

)

The compound represented by the general formula (28) is used as the condensing agent as described in 1 above (i). The compound represented by the general formula (30) can be produced by reacting with the compound represented by the general formula (20) according to the conditions using the mixed acid anhydride method.

[0084] Manufacturing method 3

 [Chemical 25]

(In the general formula (23) and the general formula (31) to the general formula (33), E represents — C (= GJ — or one S 0 ₂ —, and AA ₂ , A ₃ , A ₄ , GR ₁ R ₂ , X, n, Q ₁ Q ₂ are the same as AA ₂ , A ₃ , A ₄ , G ₁ R ₁ R ₂ , X, n, Q ₁ Q _{2 in} [1], L is a halogen atom, Represents a functional group having a leaving ability such as a hydroxy group.)

 [0085] 3- (i): General formula (31) → General formula (32)

 By reacting the compound represented by the general formula (3 1) with Lawesson's reagent according to known conditions described in Synthesis p. 463 (1 993) and S synthesis p. 829 (1 984) The compound represented by the general formula (32) can be produced. Conditions such as solvent and reaction temperature are not limited to those described in these documents.

 [0086] 3- (i i): General formula (32) + — General formula (23) → General formula (33)

 By reacting the compound represented by the general formula (32) with the compound represented by the general formula (23) according to the conditions described in 1_ (i) above, the compound represented by the general formula (33) Can be manufactured.

[0087] Manufacturing Method 4 [Chemical 26]

 (35) (36)

(—In general formula (34) to general formula (36), AA _2. A ₃ , A ₄ , R ₁ R ₂ , X, n, Q ₁ Q ₂ are AA ₂ , A ₃ , A ₄ , R ₁ R ₂ , X, n, Q ₁ Q ₂ are synonymous.

 [0088] From the compound represented by the general formula (34), the compound represented by the general formula (35) and the general formula (36) can be produced according to the conditions described in the above 3_ (i). . Conditions such as solvent and reaction temperature are not limited to those described in the literature. These two compounds can be easily separated and purified by a known separation and purification technique such as silica gel column chromatography.

 Manufacturing method 5

 [Chemical 27]

[0089] (In the general formula (23) and the general formula (37) to the general formula (39), E represents — C (= GJ — or one S 0 ₂ —, and AA ₂ , A ₃ , A ₄ , G _Λ G ₂ , R ^ R ₂ , X, n, Q ₁ Q ₂ are AA ₂ , A ₃ , A ₄ , G ₁ G ₂ , R ₁ R ₂ , X, n, Q ₁ Q in [1] ₂ is synonymous with ₂ , and L represents a functional group having a leaving ability such as a halogen atom or a hydroxy group.

 [0090] 5- (i): General formula (37) → General formula (38)

For example, according to the conditions described in 丄 O r g. C h em. P. 280 (1 958), an amination reaction is performed using ammonia, and the general formula (38 However, the conditions for the reaction solvent and the like are not limited to those described in the literature, and an inert solvent that does not significantly inhibit the progress of the reaction can be used as appropriate. The reaction temperature and reaction time may be appropriately selected according to the progress of the reaction. As an aminating agent, in addition to ammonia, methylamine, ethylamine and the like can also be shown.

 [0091] 5- (i i): General formula (38) + — General formula (23) → General formula (39

)

 A compound represented by the general formula (39) is obtained by reacting the compound represented by the general formula (38) with the compound represented by the general formula (23) according to the conditions described in 1_ (i) above. Can be manufactured.

[0092] Manufacturing method 6

 [Chemical 28]

 (43-2) (44-2)

(—In General Formula (40) to General Formula (44-2), R ₂ , Y ₂ , and Υ ₄ are synonymous with R ₂ , Υ ₂ , and Υ _{4 in} [1], and Y ₅ is independent. ) Represents a hydrogen atom, a methyl group, a chlorine atom, a bromine atom, and an iodine atom, and represents a fluorinated alkyl group, and m represents 1 or 2.

[0093] 6- (i): General formula (40) + — General formula (4 1) → General formula (42)

In accordance with the method described in J. Fluorine C he mp 207 (1 994), reacting aminothiophenol represented by general formula (40) with haloalkyl iodide represented by general formula (4 1) By general formula (42) The compound represented by these can be manufactured.

 [0094] —The compound represented by the general formula (4 1) (haloalkyl iodide) includes, for example, trifluoromethyl iodide, pentafluoroethyl iodide, heptafluoro_n-propyl iodide, Heptafluoroisopropyl iodide, nonafluoroiodide n_ptyl, nonafluoro-2-iotyl iodide, and the like, which are represented by 1 to 1 with respect to the compound represented by the general formula (40) What is necessary is just to use suitably in the range of 0 time mole equivalent.

 [0095] The solvent used in this step is not limited to the solvent described in the above-mentioned document, and any solvent may be used as long as it does not significantly inhibit the progress of this reaction. For example, water, benzene, toluene, xylene Aromatic hydrocarbons such as dichloromethane, halogenated hydrocarbons such as chloroform, carbon tetrachloride, chain or cyclic ethers such as jetyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxetane, ethyl acetate, Esters such as butyl acetate, alcohols such as methanol and ethanol, ketones such as acetone, methylisobutylketone and cyclohexanone, amides such as dimethylformamide and dimethylacetamide, and acetonitrile Nitriles, 1,3-dimethyl _2 imidazolidinone, to Can show inert solvent such as Samechirurin acid Toriami de, these solvents can be used alone or as a mixture of two or more. A polar solvent is particularly preferable. The reaction temperature may be appropriately selected from _20 ° C to the reflux temperature of the solvent used, and the reaction time may be in the range of several minutes to 96 hours.

 [0096] 6- (i i): General formula (42) → General formula (43)

 By using an appropriate halogenating agent, a compound represented by the general formula (43) can be produced. For example, the method described in Synth h. Comunp 1 26 1 (1 989) is used. Can show.

[0097] Examples of the halogenating agent include chlorine, bromine, iodine, N_chlorosuccinic acid imide, N-prosuccinic acid imide, N-iodosuccinic acid imide, and the like. 1 to 1 for the compound represented by formula (42) What is necessary is just to use suitably in the range of 0 times molar equivalent.

 [0098] Although it is possible to use a solvent in this step, the solvent to be used is not limited to the solvents described in the above documents, and the solvent does not significantly inhibit the progress of the reaction. For example, water, aromatic hydrocarbons such as benzene, toluene, xylene, halogenated hydrocarbons such as dichloromethane, black mouth form, and carbon tetrachloride, jetyl ether, dioxane, tetrahydrofuran, 1 , 2-Dimethoxetane and other linear or cyclic ethers, Ethyl acetate, Esters such as butyl acetate, Alcohols such as methanol and ethanol, Ketones such as acetone, methylisobutylketone, cyclohexanone, Dimethyl Amides such as formamide and dimethylacetamide, nitriles such as acetonitrile 1, 3-dimethyl-one 2 _ imidazolidinone, to be able to an inert solvent such as Kisamechirurin acid Toriami de, these solvents may be used alone or as a mixture of two or more. A polar solvent is particularly preferable. The reaction temperature may be appropriately selected from 20 ° C to the reflux temperature of the solvent used, and the reaction time may be in the range of several minutes to 96 hours.

 [0099] 6- (i i i): — General formula (43) → — General formula (44)

 By using an appropriate oxidizing agent, the compound represented by the general formula (44) can be produced. For example, the method described in T etrahedron Lett. P. 49 55 (1 994) is shown. it can.

 [0100] Examples of the oxidizing agent include organic peracids such as m_black perbenzoic acid, sodium metaperoxide, hydrogen peroxide, ozone, selenium dioxide, chromic acid, dinitrogen tetroxide, and acyl acyl nitrate. Iodine, bromine, N-bromosuccinic acid imide, benzoylpentyl, hypochlorous acid t-butyl, etc. can be shown.

The solvent used in this step is not limited to the solvents described in the above-mentioned documents, and any solvent may be used as long as it does not significantly inhibit the progress of this reaction. These solvents may be used alone or in combination of two or more. Can be used. A polar solvent is particularly preferable. The reaction temperature may be appropriately selected from -20 ° C to the reflux temperature of the solvent to be used, and the reaction time may be selected from a range of several minutes to 96 hours. [0101] 6- (iv): General formula (43) → General formula (43_2) By using an appropriate methylating agent, the compound represented by general formula (43) can be converted to general formula (43-2) (formula among, Upsilon either the ₅ can be produced a compound represented by the always. showing a methyl group). As this method, for example, the method described in T etrahedron Lett, p. 6237 (2000) can be shown.

[0102] 6- (v): General formula (43— 2) → General formula (44— 2)

By following the method described in 6_ (iii) above, a compound represented by the general formula (44-2) (wherein at least one of 少 な く と も₅ must be a methyl group) can be produced. .

[0103] Further, by appropriately selecting the method shown above using the compound represented by the general formula (43), the general formula (44), the general formula (43_2) or the general formula (44 1-2), It is possible to produce a compound represented by general formula (1) or general formula (5).

[0104] By the same method, Y ₂ , Υ ₄ , and 丫₅ in the general formula (2) are 0 1 _ 6 6 fluoralkylthio groups, C 1 _C 6 trifluoroalkylsulfinyl groups, A compound represented by general formula (1) or general formula (5) which is a C 1 _C 6 perfluoroalkylsulfonyl group can be produced.

 [0105] Manufacturing Method 7

 [Chemical 29]

(Formula (4 1), the general formula (45), in the general formula (46) and the general formula _{(47), R 2, Y} 2, R 2, in the [1] Upsilon is ₄ Y _2, Upsilon ₄ Υ 1 and Υ ₅ represent a hydrogen atom, a methyl group, a chlorine atom, a bromine atom, and an iodine atom, R _f represents a C 1 —C 6 perfluoroalkyl group, m represents 1, 2 Indicate o)

 By using the compound represented by the general formula (45) as a starting material and following the production method 6, the compound represented by the general formula (47) can be produced. By appropriately selecting the compound, the compound represented by the general formula (1) or the general formula (5) can be produced.

[0106] By the same method, Y ₂ , Υ ₄ , and 丫₅ in the general formula (2) are 0 1 _ 6 6 fluoralkylthio groups, C 1 _C 6 trifluoroalkylsulfinyl groups, A compound represented by general formula (1) or general formula (5) which is a C 1 _C 6 perfluoroalkylsulfonyl group can be produced.

 [0107] Manufacturing Method 8

 [Chemical 30]

(In the general formula (48) and the general formula (49), AA ₂ , A ₃ , A ₄ , X, n, G ₂ , R ₂ , Q ₂ are AA ₂ , A ₃ , A ₄ in the above [1]. is synonymous X, n, and _{G 2, R 2, Q 2} .)

 The compound represented by the general formula (48) can be produced by reacting the compound represented by the general formula (48) with a reactant in a solvent using a base.

[0108] The solvent may be any solvent that does not significantly inhibit the progress of this reaction. For example, aliphatic hydrocarbons such as hexane, cyclohexane, and methylcyclohexane, benzene, xylene, toluene, and the like. Aromatic hydrocarbons, Dichloromethane, Chloroform, Carbon tetrachloride, Halogenated hydrocarbons such as 1,2-Dichloroethane, Jetyl ether, Dioxane, Tetrahydrofuran, Ethers such as 1,2-Dimethetane, Dimethyl Amides such as formamide and dimethylacetamide, nitriles such as acetonitrile and propionitryl, acetone, methylisobutyl ketone, cyclohexanone, methyl It can indicate solvents such as ketones such as ethyl ketone, esters such as ethyl acetate and butyl acetate, alcohols such as methanol and ethanol, 1,3-dimethyl-2-imidazolidinone, sulfolane, dimethyl sulfoxide and water. These solvents can be used alone or in combination of two or more.

 [0109] Examples of the base include organic bases such as trytylamine, triptylamin, pyridine, and 4-dimethylaminopyridine, sodium hydroxide, hydroxyaluminum hydroxide such as hydroxy hydroxide, sodium hydrogen carbonate, Carbonates such as carbonated lithium, phosphates such as potassium monohydrogen phosphate and trisodium phosphate, metal hydride metal salts such as sodium hydride, sodium methoxide, sodium methoxide, etc. Examples thereof include alkenyl metal alkoxides, organolithiums such as n-butyllithium, and Grignard reagents such as ethylmagnesium bromide.

 [0110] These bases may be appropriately selected within the range of 0.01 to 5 molar equivalents relative to the compound represented by the general formula (4 8), or may be used as a solvent.

 [01 1 1] Examples of the reactant include halogenated alkyls such as methyl iodide, acetyl bromide, trifluoromethyl iodide, 2,2,2_trifluoroethyl iodide, and allylic iodide. Halogenated propylene, halogenated propargyl such as propargyl bromide, halogenated acyls such as acetyl chloride, acid anhydrides such as trifluoroacetic anhydride, and alkyl sulfates such as dimethyl sulfate and jetyl sulfate. Can do.

[0112] These reactants may be appropriately selected or used as a solvent in the range of 1 to 5 molar equivalents relative to the compound represented by the general formula (4 8).

[01 13] The reaction temperature is from 80 ° C to the reflux temperature of the solvent used, and the reaction time is from several minutes to 9

What is necessary is just to select suitably in 6 hours, respectively.

[01 14] Manufacturing method 9 [Chemical 31]

(In the general formula (22) and the general formula (50), A, A ₂ , A ₃ , A ₄ , X, n, G ₂ , RR ₂ , Q ₂ are A, A ₂ , A in the above [1]. ₃ , A ₄ , X, n, G ₂ , R ₁ R ₂ , Q ₂ are synonymous.

 [0115] 9- (i): General formula (22) → General formula (50)

 The compound represented by the general formula (22) is reacted with an aldehyde or ketone in a solvent, a catalyst is added, and the reaction is performed in a hydrogen atmosphere to produce the compound represented by the general formula (50). be able to.

 [0116] The solvent is not particularly limited as long as it does not significantly inhibit the progress of the reaction. For example, aliphatic hydrocarbons such as hexane, cyclohexane, and methylcyclohexane, benzene, xylene, toluene, and the like. Aromatic hydrocarbons, Dichloromethane, Chloroform, Carbon tetrachloride, Halogenated hydrocarbons such as 1,2-Dichloroethane, Jetyl ether, Dioxane, Tetrahydrofuran, Ethers such as 1,2-Dimethetane, Dimethyl Amides such as formamide and dimethylacetamide, nitriles such as acetonitrile and propionitryl, ketones such as acetone, methylisobutylketone, cyclohexanone and methylethylketone, esters such as ethyl acetate and butyl acetate 1, 3-Dimethyl 1 _Imidazolidino , Sulfolane, dimethylsulfoxide, alcohols such as methanol and ethanol, and solvents such as water. These solvents can be used alone or in combination of two or more.

[0117] As the catalyst, palladium catalyst such as palladium-carbon, palladium hydroxide-carbon, nickel catalyst such as Raney-nickel, cobalt catalyst, platinum catalyst, ruthenium catalyst, rhodium catalyst, etc. so Monkey.

 Examples of aldehydes include aldehydes such as formaldehyde, acetoaldehyde, propionaldehyde, trifluoroacetaldehyde, difluoroacetaldehyde, fluoracetaldehyde, chloroacetaldehyde, dichloroacetaldehyde, trichloroacetaldehyde, and promoacetoaldehyde. Can do.

 [01 18] Examples of ketones include ketones such as acetone, perfluoroacetone, and methyl ethyl ketone.

 [01 19] The reaction pressure may be appropriately selected within the range of 1 atm to 100 atm.

 The reaction temperature may be appropriately selected from 120 ° C. to the reflux temperature of the solvent to be used, and the reaction time may be appropriately selected within the range of several minutes to 96 hours.

 [0120] 9-(ii): General formula (2 2) → General formula (50) (Alternative method 1)

 It is possible to produce a compound represented by the general formula (50) by reacting a compound represented by the general formula (22) with an aldehyde or ketone in a solvent and treating the reducing agent. it can.

[0121] The solvent is not particularly limited as long as it does not significantly inhibit the progress of this reaction. For example, aliphatic hydrocarbons such as hexane, cyclohexane, and methylcyclohexane, benzene, xylene, toluene, etc. Aromatic hydrocarbons, Dichloromethane, Chloroform, Carbon tetrachloride, Halogenated hydrocarbons such as 1,2-Dichloroethane, Jetyl ether, Dioxane, Tetrahydrofuran, Ethers such as 1,2-Dimethetane, Dimethyl Amides such as formamide and dimethylacetamide, nitriles such as acetonitrile and propionitryl, ketones such as acetone, methylisobutylketone, cyclohexanone and methylethylketone, esters such as ethyl acetate and butyl acetate 1, 3-Dimethyl 1 _Imidazolid Emissions, sulfolane, dimethyl sulfoxide, alcohols such as methanol, ethanol, can and this indicating a solvent such as water, these solvents leaves in be used alone or as a mixture of two or more. [0122] Examples of the reducing agent include podium hydrides such as sodium porohydride, sodium cyanoporohydride, and sodium triacetate porohydride.

 [0123] Examples of aldehydes include aldehydes such as formaldehyde, acetoaldehyde, propionaldehyde, trifluoroacetaldehyde, difluoroacetaldehyde, fluoracetaldehyde, chloroacetaldehyde, dichloroacetaldehyde, trichloroacetaldehyde, and promoacetoaldehyde. Can be shown.

 [0124] Examples of ketones include ketones such as acetone, perfluoroacetone, and methyl ethyl ketone.

 [0125] The reaction temperature may be appropriately selected from 120 ° C to the reflux temperature of the solvent to be used, and the reaction time may be appropriately selected from the range of several minutes to 96 hours.

 [0126] 9-(iii): General formula (2 2) → General formula (50) (Alternative method 2) The compound represented by general formula (2 2) can be combined with a formylating agent in a solvent or without solvent. By reacting and treating with an appropriate additive, a compound in which R 1 is a methyl group in the general formula (50) can be produced.

[0127] The solvent may be any solvent that does not significantly inhibit the progress of this reaction. For example, aliphatic hydrocarbons such as hexane, cyclohexane, and methylcyclohexane, benzene, xylene, toluene, and the like. Aromatic hydrocarbons, Dichloromethane, Chloroform, Carbon tetrachloride, Halogenated hydrocarbons such as 1,2-Dichloroethane, Jetyl ether, Dioxane, Tetrahydrofuran, Ethers such as 1,2-Dimethetane, Dimethyl Amides such as formamide and dimethylacetamide, nitriles such as acetonitrile and propionitryl, ketones such as acetone, methylisobutylketone, cyclohexanone and methylethylketone, esters such as ethyl acetate and butyl acetate 1, 3-Dimethyl 1 _Imidazolidino , Sulfolane, dimethyl sulfoxide, alcohols such as methanol and ethanol, and solvents such as water. These solvents can be used alone or in combination of two or more. Monkey.

 [0128] Examples of the formylating agent include formic acid anhydrides such as formaldehyde, formic acid, fluoroformate, and formyl (2,2-dimethylpropionic acid), formic acid esters such as phenyl formate, pentafluoro oral benzaldehyde, Can indicate oxazole and the like.

 [0129] Examples of additives include inorganic acids such as sulfuric acid, organic acids such as formic acid, porohydrides such as sodium mupohydride, sodimucyanopolohydride, boronic acid, lithium hydride, etc. Aluminum or the like can be shown.

 [0130] The reaction temperature may be appropriately selected from 120 ° C to the reflux temperature of the solvent to be used, and the reaction time may be appropriately selected within the range of several minutes to 96 hours.

 [0131] Manufacturing method 1 0

 [Chemical 32]

[0132] (In general formula (22), general formula (25), general formula (51), general formula (52) and general formula (53), AA ₂ , A ₃ , A ₄ , G ₂ , R ₁ R ₂ , X, n, QQ ₂ are the same as AA ₂ , A ₃ , A ₄ , G ₂ , R ₁ R ₂ , X, n, Q ₂ in the above [1], and Ha I is a halogen atom Indicates.)

 [0133] 1 0- (i): General formula (22) + — General formula (51) → General formula (52)

 By reacting the compound represented by the general formula (22) with the compound represented by the general formula (51) under the known conditions described in T etrahedron L etters p. 3789 (1 999) A compound represented by the formula (52) can be produced. Conditions such as solvent and reaction temperature are not limited to those described in the literature.

[0134] 1 0- (ii): General formula (52) + — General formula (25) → General formula (5 3)

 By reacting the compound represented by the general formula (52) with the compound represented by the general formula (25) according to the conditions described in 1_ (iV) above, it is represented by the general formula (53). Can be produced.

[0135] Manufacturing method 1 1

 [Chemical 33]

 [0136] (General Formula (20), General Formula (54), -General Formula (55) and General Formula (56

) _Λ , A ₂ , A ₃ , A ₄ , G 2 R, R ₂ , X, n, QQ ₂ are AA ₂ , A ₃ , A ₄ , G ₂ R, R in [1] above ₂ , X, n, QQ ₂ and H a I represents a halogen atom)

[0137] 1 1-(i): — General formula (54) → General formula (55)

 A compound represented by the general formula (55) can be produced by reacting the compound represented by the general formula (54) according to the conditions described in 2_ (ii) above.

 [0138] 1 1-(i i): General formula (55) + — General formula (20) → General formula (5 6)

 By reacting the compound represented by the general formula (55) with the compound represented by the general formula (20) according to the conditions described in the above 1_ (i), the compound represented by the general formula (56) Can be manufactured.

[0139] 1 1-(i i i): General formula (54) + — General formula (20) → General formula (56)

The compound represented by the general formula (54) is converted into a compound represented by the general formula (20) according to the conditions using the condensing agent described in 1) (i) above or the conditions using the mixed acid anhydride method. By reacting, the compound represented by the general formula (56) Can be manufactured.

 [0140] In all the production methods shown above, the target product may be isolated from the reaction system according to a conventional method after completion of the reaction, but if necessary, operations such as recrystallization, column chromatography, distillation, etc. And can be purified. It is also possible to use the next reaction step without isolating the target product from the reaction system. In the following, Tables 1 to 4 show typical compounds represented by the general formula (1) or the general formula (5) having an insecticidal action, but the present invention is not limited thereto. .

[0141] In the table, “n-” is normal, “Me” is methyl, “E t” is ethyl, “n _ P r” is normal propyl, “i _P r” Is an isopropyl group, “n _B u” is a normal butyl group, “i _B u” is an isobutyl group, “s _B u” is a secondary butyl group, and “t _B u” is a tertiary butyl group. `` H '' is a hydrogen atom, `` 0 '' is an oxygen atom, `` S '' is a sulfur atom, `` C '' is a carbon atom, `` N '' is a nitrogen atom, `` F '' is a fluorine atom , “CI” represents a chlorine atom, “B r” represents a bromine atom, “I” represents an iodine atom, and “CF ₃ ” represents a trifluoromethyl group.

 [0142] General formula (A)

 [Chemical 34]

[0143] 1] Table 1 (1)

2] Table 1 (2)

E 3] Table 1 (3)

E 4] Table 1 (4)

E5] Table 1 (5)

E 6] Table 1 (6)

ほ 8] 第 1表（8)

ほ 9] 第 1表（9)

E7] Table 1 (7)

E8] Table 1 (8)

E9] Table 1 (9)

E10] Table 1 (10)

11] Table 1 (11)

E12] Table 1 (12)

13] Table 1 (13)

[表 15] 第 1表（15)

[表 16] 第 1表（16)

ほ 17] 第 1表（17)

E14] Table 1 (14)

[Table 15] Table 1 (15)

[Table 16] Table 1 (16)

E 17] Table 1 (17)

[Table 18] Table 1 (18)

E 19] Table 1 (19)

E 20] Table 1 (20)

ほ 22] 第 1表（22)

ほ 23] 第 1表（23)

E 21] Table 1 (21)

E22] Table 1 (22)

E23] Table 1 (23)

[24] Table 1 (24)

25] Table 1 (25)

26

Table 1 (26)

[Table 27]

Table 1 (27)

Compound Number Α ', A' ₂ A ' ₃ A'4 R, R ₂ Q ₂

 1 -516 phenyl CH CH CH CH H H 2-norbornyl

 4-Methyl-6- (heptafluoro

1 -517 phenyl CH CH CH CH H H isopropyl

 Benzothiazol-2-yl

4,6-dimethyl-2- (heptafluoro

1 -518 2-fluorophenyl CH CH CH CH H H

 Isopropyl] pyrimidine-5-yl

2-Chloropyridine-4,6-dimethoxy-2- (heptafluoroy

1 -519 CH CH CH CH Me H

 3-ylpropyl) pyrimidine-5-yl

 4,6-dimethoxy-2- (heptafluoroloy

1 -520 phenyl CH CH CH CH Me H

 Sopropyl) pyrimidine-5-yl

3,5-Dichloro-2,6-Diful Ropilisi

1 -521 phenyl CH CH CH CH H H

 4-l

 3,5-dichloro-2,6-difluoropyridi

1 -522 2-fluorophenyl CH CH CH CH H H

 4-l

 1 -523 phenyl CH CH CH CH Me H 2-carboxy-6-nitrophenyl

 2-(Methylamino force)-6 -Nito

1 -524 phenyl CH CH CH CH Me H

 Mouth Fuenizole

 2- (Isopropylaminocarbonyl)-

1 -525 phenyl CH CH CH CH Me H

 6-Nitrophenyl

 1 -526 phenyl CH CH CH CH H H 2-carboxy-6-nitrophenyl

1 -527 phenyl CH CH CH CH Me H 2-carboxy-6-chlorophenyl

1 -528 phenyl CH CH CH CH Me H 2.4-dibromo-6-carboxyphenyl

1 -529 Phenyl CH CH CH CH Me H 2-Carpoxy-4,6-dichlorophenyl

1 -530 phenyl CH CH CH CH Me H 2,6-dichloro_4-methylsulfonyl

 2-Hydroxyphene 2,6-dibromo-4-methoxysulfonyl

1 -531 CH CH CH CH Me Me

 Le phenyl

 3-hydroxyphenol 2,6-dibromo-4-methoxysulfonyl

1 -532 CH CH CH CH Me Me

 Le phenyl

 4-Hydroxyphene 2,6-dibromo-4-methoxysulfonyl

1 -533 CH CH CH CH Me Me

 Le phenyl

 1 -534 2-fluorophenyl CH CH CH CH H H 4-propylthiooff:!: Nil

1 -535 2-full-year-old phenyl phenyl CH CH CH CH HH 4-propylsulfinyl phenyl [0170] Ho 28] Table 1 (28)

[0171]

[表 30] 第 1表（30)

[Table 29] Table 1 (29)

[Table 30] Table 1 (30)

[Table 31] Table 1 (31)

E 32] Table 2 (1)

E33] Table 2 (2)

E34] Table 2 (3)

[35] Table 2 (4)

E 36] Table 2 (5)

E 37] Table 2 (6)

Ho 38]

 Table 2 (7)

Compound No.Q, Α ', A' ₂ A'3 A'4 R, R ₂ Q ₂

 2-methyl-5,6-dihydro-2,6-dibromo-4- (1,1,2,3,3,3-hexyl

2-121 CH CH CH CH H H

 4H-pyran-safuropropoxy) phenyl 3-yl

 2,6-dibromo-4- (1,1,2,2,3,3,3-hexyl

2-122 Thiophene-2-yl CH CH CH CH H H

 Safluropropoxy) phenyl

2,6-dibromo-4- (1,1,2,2,3,3,3-hexyl

2-123 thiophene-3-yl CH CH CH CH H H

 Safluropropoxy) phenyl

3-methylthiophene 2,6-dibromo-4- (1,1,2,2,3,3,3-hexyl

2-124 CH CH CH CH H H

 -2-yl safluropropoxy) phenyl

2-Nitrothiophene 2,6-dibromo-4- (1,1,2,2,3,3,3-hexyl

2-125 CH CH CH CH H H

 -4-yl safluropropoxy) phenyl

2-methylthiophene 2,6-dibromo-4- (1,1,2,2,3,3,3-hexyl

2-126 CH CH CH CH H H

 -5-il safluropropoxy) phenyl

3-chlorothiophene 2,6-dibromo-4- (1,1,2,3,3,3-hexyl

2-127 CH CH CH CH H H

 -2 -il safluropropoxy) phenyl

2-chlorothiophene 2,6-dibromo-4- (1,1,2,3,3,3-hexyl

2-128 CH CH CH CH H H

 -5-il safluropropoxy) phenyl

3-bromothiophene 2,6-dibromo-4- (1,1,2,2,3,3,3-hexyl

2-129 CH CH CH CH H H

 -2-yl safluropropoxy) phenyl

2-bromothiophene 2,6-dibromo-4- (1,1,2,2,3,3,3-hexyl

2-130 CH CH CH CH H H

 -5-yl safluropropoxy) phenyl

3-Oodothisphene 2,6-dibromo-4- (1,1,2,2,3,3,3-hexene

2-131 CH CH CH CH H H

 -2-yl safluropropoxy) phenyl

3-phenylthiophene 2,6-dibromo-4- (1,1,2,3,3,3-hexane

2-132 CH CH CH CH H H

 -2 -yl safluropropoxy) phenyl

2,4-Dimethylthio 2,6-dibromo-4- (1,1,2,2,3,3,3-hexyl

2-133 CH CH CH CH H H

 Phen-5-ylsafropropoxy) phenyl benzothiophene-2,6-dibromo-4- (1,1,2,3,3,3-hexyl)

2-134 CH CH CH CH H H

 2-yl safuropropoxy) phenyl

4-nitro-1H pyro-1,6-dibromo-4- (1,1,2,3,3,3-hexyl

2-135 CH CH CH CH H H

 2-yl safluropropoxy) phenyl

3-Ethyl-3H Villa 2,6-Dibromo-4- (1,1,2,2,3,3-Hexane

2-136 CH CH CH CH H H

 Zoyl-4-yl safluropropoxy) phenyl

1-methyl-3-nitro

 2,6-dibromo-4- (1,1,2,3,3,3-hexane

2-137-1 H-pyrazole- CH CH CH CH H H

 Safluropropoxy) phenyl 4-yl

 3-black mouth-1-

2,6-dibromo-4- (1,1,2,2,3,3,3-hexyl

2-138 Methyl-1 H-Villa CH CH CH CH H H

 Safluropropoxy) phenyl 4-yl

 3-Bromo-1-

2,6-dibromo-4- (1,1,2,2,3,3,3-hexyl

2-139 Methyl-1 H-Villa CH CH CH CH H H

 Safluropropoxy) phenyl 4-yl

 1-methyl-3-trif

 Fluoromethyl-2,6-dibromo-4- (1,1,2,2,3,3,3-hexyl

2-140 CH CH CH CH H H

[表 40] 第 2表（9)

1 H-pyrazole-safropropoxy) phenyl 4-yl 39] Table 2 (8)

[Table 40] Table 2 (9)

[表 42] 第 2表（11)

41] Table 2 (10)

[Table 42] Table 2 (11)

[Table 43] Table 2 (12)

E 44] Table 2 (13)

[0187] General formula (B) [Chemical 35]

[0188] [Table 45] Table 3 (1)

ほ 47] 第 3表 (3) [Table 46] Table 3 (2)

E47] Table 3 (3)

 [0191] General formula (C)

[Chemical 36]

[0192] [Table 48] Table 4 (1)

[Table 49]

 Table 4 (2)

Compound No.Qi ΑΊ A ' ₂ A' ₃ A ' ₄ Ri R ₂ Q ₂

 6-Bromopyridine-2,6-dimethyl-4-hepta

5-21 CH CH CH CH H H

 2-ylfluoroisopropylphenyl pyridine-N- 2,6-dimethyl-4-hepta

5-22 CH CH CH CH H H

 Oxide _2-yl fluoroisopropylphenyl

5-Amino- [1, 2,4]

 2,6-dimethyl 4-hepta

5-23 OXAZAZOL CH CH CH CH H H

 Fluoroisopropylphenyl-3-yl

 3—A S No [1, 2, 4]

 2,6-Dimethyl-4-hepta

5-24 Oxadiazol CH CH CH CH H H Fluoroisopropylphenyl

 -5-il

 5—Amino—2H—

 2,6-Dimethyl-4-hepta

5-25 [1, 2,4] 卜 'Ja CH CH CH CH H H

 Fluoroisopropylphenyl sol _3 -yl

 2,6-dimethyl 4-hepta

5-26 Me CF CH CH CH Me H Fluoroisopropylphenyl

 2,6-dimethyl 4-hepta

5-27 Me CH CH CH CH Me H

 Fluoroisopropylphenyl

2,6-dimethyl 4-hepta

5-28 Me CH CH CH CH Me H

 Fluoroisopropylphenyl

2-Bromo-4-heptafluoro

5-29 Me CH CH CH CH Me H Isopropyl-6_methylsulfonylphenyl

2,6-dibromo-4-hepta

5-30 Me CH CH CH CH Me H Fluoropropyl

 2,6-Dibromo-4- (1,1,2,2,3,3,3-

5-31 Me CH CH CH CH Me H

 Hexafluoropropyl thio) phenyl

 2,6-dibromo-4-hepta

5-32 Me CH CH CH CH Me Me fluoropropylsulfonyl) phenyl

2,6-Dimethyl-4-hepta

5-33 1-phenyl CH CH CH CH Me H fluoroisopropyl phenyl

 2-Bromo-4,6-bis

5-34 Phenyl CH CH CH CH H Me (Trifluoromethyl) Phenyl

 2,4-bis (trifluoro)

5-35 phenyl CH CH CH CH H H

 Meu Lu) phenyl

 2-buguchi mouth 4- (heptafluo mouth

5-36 phenyl CH CH CH CH H H isopropyl) -6- (methylsulfonyl) phenyl

2,6-dibromo-4- (heptafluor mouth-

5-37 phenyl CH CH CH CH H H

 n-propylthio) phenyl

 2,6-dibromo-4- (hepta

5-38 Phenyl CH CH CH CH H H Fluoro-n-propyl sulfinyl) phenyl

2,6-Dimethyl-4-

5-39 Phenyl CH CH CH CH H H (Nonafluo-2 -Ptyl) Phenyl

 2,6 Jib mouth mode 4 (1, 1, 2,3,3,3-

5-40 Phenyl CH CH CH CH HH Hexafluoropropyloxy) fu; Lnyl [0194] [Table 50]

 Table 4 (3)

[0195] Hereinafter, Table 5 shows physical property values of the compounds represented by the general formula (1) or the general formula (5). The shift value of ¹ H-NMR shown here uses tetramethylsilane as an internal reference substance.

[0196] [Table 51]

F 52] Table 5 (2)

i [] 0201

H] 55 [Leakage]

 [99¾]

SSCT00 / .00Zdf / X3d 8m I ^ S recommended OOZ OAV

S] 57

] Εο

[9020] ] 0 E 59] Table 5 (9)

[9020]

隨]

隨]

SS £ T00 / Z.00idf / X3 <I SSI. S SZ.0800Z OAV

i [] 0208

[Room E 63] Table 5 (13)

i ssn 賺 VDo OSId block zsl is-s 00M-77

OJ

E 67] Table 5 (17)

[Table 68]

[0214] [表 69] 第 5表（19)

[0214] [Table 69] Table 5 (19)

[0215] E 70] Table 5 (20)

[Table 71] Table 5 (21)

[]

i Ho 74] Table 5 (24)

ほ 76] 第 5表（26)

[Table 75] Table 5 (25)

E 76] Table 5 (26)

[] 0224

姍 [] [] 022378 E 79] Table 5 (29)

S80 E 81]

 Table 5 (31)

 [0227] Properties of compound No. 1-187

¹ H-NMR (CDC I ₃ ) (53.54 (3H, s), 7.18-7.22 (2 Η, m), 7.27-7.30 (3 Η, m), 7.33-7.36 (1 Η, m), 7.42 (1 Η, t, J = 7.8Hz), 7.57 (1 Η, s), 7.67-7.70 (1Η, m), 7.88 (1Η, s), 8.02 (1 Η, d, J = 2.0Hz), 8.10 (1Η , d, J = 2.OH z).

 [0228] In the following, Table 6 shows representative compounds represented by formula (CC) having a bactericidal action, but the present invention is not limited thereto.

 [0229] In Table 6, Me represents a methyl group, i_Pr represents an isopropyl group, and t_Bu represents a tertiary butyl group.

第 6表 [0230] [Table 82]

Table 6

 [0231] In the following, Table 7 shows typical compounds represented by the general formula (DD) having a bactericidal action, but the present invention is not limited to these.

 [0232] In Table 7, Me represents a methyl group, i_Pr represents an isopropyl group, and t_Bu represents a tertiary butyl group.

第 7表 [0233] [Table 83]

Table 7

[0234] Table 8 below shows typical compounds represented by formula (AA) having an insecticidal action, but the present invention is not limited thereto. [0235] In Table 8, Me represents a methyl group, CI represents a chloro group, and Br represents a promo group.

[0236] [Table 84]

第 8表

Table 8

 [0237] In the pest control composition of the present invention, one or more compounds of a known insecticide, a known acaricide or a known fungicide are each 0.001 to 95% by weight, preferably 0.01 to 80% by weight is contained.

 [0238] In the pest control composition of the present invention, known insecticides and known acaricides that can be combined with the compound represented by the general formula (1) or the general formula (5) include, for example, azinphos methyl ( azinphos_methyl, a cephate, isoxathion, isofenphos, iethion, etrimfos, oxydem eton-methyl, oxydeprofos , Quinalphos), chlorpyrifos (ch I orpyr i fos), chlorpyrifos methyl (ch I orpyr i fos-methy |), chlorfenvinphos, cyanophos, cyanophos, dioxabenzofos, dichlorpos (Dichlorvos), disulfoton (5-11)^:01: 011), dimethyl vinphos, dim ethoate, sulprofos, diazinon, thiometon, tetrachlorvinphos, temeph  os), tebupirimfos, tebulevimfos, terbufos, nared (nal ed), bamidothion, pyramilofos, pyr idaphenthion, pyrimidoxy (pi r imiphos) ), Hue nitrothion (fen i troth ion), fenthion (fenthion), fenthoate (ph enthoate), flupyrazofos (f lupyrazofos), prothiofos (prothiofos), propaphos (profaphos), profenofos (profenofos), phoxim (phoxim), Phosalone, phosmet, formothion, phorate, malathion, mecarbam, mesulfenfos, methamidophos (Methamidophos), methidathion, / lathion, parathion— met hyl, monochrome tofo (Monocrotophos), trichlorfon (tr ichlorfon), O — ethyl O— 4— nitropheny I pheny I phosphonothioate (EPN), isazofos (i sazof OS), isamidofos (cadusafos), diamidafos, Cyclofenthon ((5 | 1 | 0 between 6111: 1 ^ 011), thionazin, fen amiphos, fosthiazate, fosthitan, fosthietan, phosphocarDJ, O — 4— dimethy I su I famoy I pheny IO, O— diethy I phosphorothioate (DSP), organophosphorus insecticides such as etoprophos, alanycarb, aldicarb, isoprocarb, isoprocarb, etio Fencalp (ethiofencarb), force rubaryl (carbaryl), carbosulfan (carbosulfan), xylylcarb (xylylcarb) , Thiodicarb, pirimicarb, fenobucarb, fura thiocarb, propoxur, bentaicarb, benfuracarb, benfuracarb, mesomy, methomy I Carbamate insecticides such as metolcarb, 3, 5—xylylmethylcarbamate (XMC), casole 71, furan, aldoxycarb, oxamyl, acrinatrine (301 ^ 1131: 111 ^ 11), Areslin (a II  ethrin), esfenval erate, empenthr in, cycloprothr in, cyhalothr in, gamma—cyhalothr in, ■ Lambtha ■ shi / —zorelin (lambda—cyha lothrin), cyfluthrin (cyf luthr in), beta ■ cyfluthrin (beta_cyf luth rin), cypermethr in lyrin cype rmethr in) 12 t ■ Zeta-cypermethr in, Shiraf lureen phen (si laf luofen), tetramethr in, tef luthr in, deltamethrin (de is amethrin), Tralomethr in, bifenthrin, phenothr in, fenv a I erate, fenpropathr in, furamethrin in), praretrin (pral lethrin), flucitrinate (f lucythr inate), full valinate (f luval inate), full brocis linate (f lubrocythr inate), permethrin (permethr in), resmethrin (resmethr in) Synthetic pyrethroid insecticides such as ethofenprox and various isomers thereof, neristoxin insecticides such as cartap, thiocyclam and bensultap, acetamipri Neonicotinoid insecticides such as (acetamiprid), imidaclopr id, clothianidin, clotheidin, di note furan, thiaclopr id, thiamethoxam, nitenpyram Agents, chlorf luazuron, dif lubenzuron, tef lub enzuron), 卜 rifuzoremuron (tr if lumuron), no / zosoleron (novaluron), nobiflumuron (novif lumuron), bistrifluron (bistr if luron), fluazuron (f luazuron), full cycloxuron (f I ucycloxuron) , Flufenoxuron, hexaf lumuron, lufe nuron, chromafenoz ide, tebufenozide, halofenozide, fenoxenide, methoxy fenoside , Cyromazine, pyriproxyfen, buprofez in, metoprene  ), Hydroprene, kinoprene, triazamate, and other insect growth regulators, endosulfan, chlorfenson, chlorobenzi late, dicofol ), Chlorinated pesticides such as bromopropylate, acetoprole, aceproprole, fiproni I, ethiprole and other phenylrubrazole pesticides, pyrethrins ;), Rotenone, nicotine sulfate, amemectin (abamectin), Bacillus thuringiensis (BT), insecticidal natural products such as spinosad, acequinocyl, amidof lumet ), Amitraz, etoxazole, chinomethionate, chinom ethionat F:!: Clofentez i ne, oxidized: fenbuta tin oxide, dienochlor, cyhexatin, spironclofen, spi rodiclofen, spiromesifen, tetramhon ( tetrad if on), tebufenpyrad, binapa cryl, bifenazate, pyridaben, pyl imidifen, fenazaquin, fenoti talent zoleb ), Fenpyroximate, f luacry pyr im, f luazinam, f I ufenz i ne, hexythiazox, hexythiazox, pro / zoregi (propargite), benzo, benzo mate, polynactin complex (polynactin ns), milbemectin (mi Ibemectin), zolefenuron (I ufenuro) n), acaricides such as mecarbam, methiocar b, mevinphos, halfenprox, azadirachtin, diafenthi uron ), Indoxacarb, emamectin be nzoate, potassium oleate (卩 01: 355 1110 | 631: 6), sodium oleate, chlorfenapyl, tolfenpyrad (Tolfe npyrad), t: me 卜 rosin (pymetroz i ne, phenoxycasazol (fenoxycarb), hydramethylnon, hydroxypropyl starch (hydroxy pr)  opyl starch, pyridalyl, fluenelim, flubendiamide, flonicamid, metafumizone, reepimectin, T ripropylisocyanurate (TPIC) ), Levamizol hydrochloride (I evami so I), morantel tartrate, tazo, zo, dazomet, meta m-sodium, general formula (AA) Examples of known fungicides that can be combined with the compound represented by the general formula (1) or the general formula (5) in the pest control composition of the present invention include the compound represented by the formula: , Triadimefon, hexaconazole, propiconazole, ipconazole, pro chloraz triflumizole (Tr if lumizole), tebconazole, efoxiconazo, epoxiconazole, nfuenoconazo, difenoconazol e, flusilazol, tr iadimenol, sip mouth conazo, Cyproconazole, meconazol, metconazol e, fluquinconazole, bitertanol, tetraconazole, triiticonazole, flutriafosol (f lutr iafol), penconazo, penconazole, diniconaz ole, fenbuconazo, fenbuconazole, bromuconazo, bromuconazo le, imibenconaso, 1zole | 1 ^ 6611 (5011320 | 6), simeconazo, simeconazole), microbutanyl (myclobutani 1), hymexazol, imazal il, hula Topile (furametpyr), thif luzamide, etr idiazole, oxpoconazole, oxpoconazole, oxpoconazole- fumarate, pefurazo, ate ), Azolic fungicides such as prothioconazole, pyrimidine fungicides such as pirifenox, fenar imol, nuar imol, bupirimate, mepanipyrim ( mepan ipyr im) Cyanidinyl (cyprodini I), pyrimethanil (pyr imethani I), etc. Linopyrimidine fungicides, metalaxyl, oxadi nil, benalaxyl and other asylalanine fungicides, thiophanate, thiophanate-methyl, venomiso Benzimidazole fungicides such as benomy I, casolebenta, carbendaz im, fuberita, zo, fuber idazol e, thiabendazole, mancozeb, pro t: Neb (prop i neb), nneb (zineb), methylam uetir am, dithiocarbamate fungicides such as maneb, ziram, thiram, chlorothalonil (ch I orotha I on i I), etc. Organochlorine fungicides, etapoxam (ethaboxam), aged xycasolepoxin (oxycarboxin), casolepoxin (carboxin), flutolanil (f lutolani I), silthiofam (si ^ hiofam), mepronil (meproni I) and other powerful rupoxamide fungicides, dimethom orph, fenpropidi n, fenprohi ヒ fenpropimorp h, spiroxamine, tridemorph (tr idemorph) ), Dodemorph, morpholine fungicides such as flumorph, azoxystrobin, kresoxim-methyl, metminostrobin 61 ： 01 ^ 1105 01 ^ 11, orysastrobin, oroxastrobin Streptobillin fungicides such as fluoxastrobin, trifloxystrobin, dimoxystrobin, pyraclostrobin, picoxystrobin, ipronon (i prod i one), procymidone, vinclozo I in, black Dicarpoxyimidic fungicides such as chlozolinate, flusulfamide, dazomet, methyl isothiocyanate, chloropicr in, metaszorehocazolev, hydroxy Isoxazo, hydroxyisoxazole, hydroisoxazole-potassium, ech I omezo le, 1, 3— D ich I oropropene (D— D), Soil fungicides such as carbam (metam-sodium), basic copper chloride, basic copper sulfate nonylphenolsulfone Copper nony I phenol sulfonate Copper oximine, Dodecylbenzene sulfonic acid bisethylene diamine copper complex (IIE) (DBE DC), Copper sulfate anhydride Copper sulfate pentahydrate (Copper sulfate), copper fungicides such as cupric hydroxide, inorganic sulfur (sulfur), hydrated sulfur (wettable sulfur), lime-sulfur (calcium polysulfide), zinc sulfate (zinc sulfate) ) Fentine, sodium hydrogen carbonate, potassium hydrogen carbonate, sodium hypochlorote, metallic silver (si I ver) and other inorganic fungicides, Edifenphos, Torquelophosmethyl (1:01 (5 | 01^:05_ 61: 1 ^ 1), organophosphorus fungicides such as fosetyl, iprobenfos, ninocap, ci? Pyrazophos, carpropamid, fthal ide ), Tricyclazol e, pyroqui Ion, diclocymet, fenoxani I, melanin biosynthesis inhibitor fungicides, kasugamycin, validamycin (va I) i damyc i nA), polyoxins complex (polyoxins), blasticidin S (b lastcidin_S), oxytetracycl ine, mizoleti-born mycin (mi ldiomycin), streptomycin , Rape seed oil, natural product fungicide such as machine oil (machine oi I), benthiaval icarb-isopropyl, ipro Carbamate fungicides such as iproval icarb, pro / mocazolev (propamocarb), and nethofencazolev (diethofencarb), picoforms such as fluolimide, fludioxoni 1 and fenpicloni I Roll fungicides, quinoline fungicides such as quinoxyfen, oxol inic acid, phthalimides such as chlorothaloni 1, captan, fo I pet Brand-activators that induce plant disease resistance such as phthalonitrile fungicides, probenazole, acibenzolar-S-methy I, and tiad ini I 1. Cyf lufenamid, phenhexamide (fe  nhexamid) difzoreme rim (dif I umetor im), melafenone, picobenzamide, proquinazid, proquinazid, f amoxadone, cyazofamid, fenazodo ne), zo, zoxamide), boscalid, cymoxan il, dithianon (1 ^^ 311011), fluazinam, diclofluanide (dichlof luanid), trifolin i ne), isoprothiola ne, ferimzone, dilomezine, tec I of ta I am, hencyclon Dencycuron, quinometh ionate, iminoctadine_tr iacetate, Iminoctadine—albesi late, Amobam, polycarbamate Thiadiazin, chloron eb, nickel di methy I di th i ocarbamate, guazati ne, (dodecy I guan idi ne-acetate) quintozene, 卜Lysole fluanid, ani lazine, nitrotal isopropyle | ^ 1: "01: 1131_150 卩" 0 卩 1), feni tropan, dim ethirimol , Bench azol (benthiazole), Harpin protein (harpi n prot ein), Fuzoreme 卜 / kuichi (f lumetover), Mantiff mouth / Mi 卜 (mandipropamide), Penthiopyrad (penthiopyrad), represented by the general formula (CC) Examples thereof include compounds and compounds represented by the general formula (DD). Among the compounds listed above, there are compounds that can take isomers, but the present invention also includes these isomers. It is suitable for the control of various forests, horticulture, storage insects, sanitary insects, nematodes, etc. that harm flowers, for example, Lepidoptera (LEPID0PTERA), Endocly ta excrescens (Pal pi fer sexnotata), / ヽ La / ヽ Maki (Acler is comar iana) Rinko Kakkun / Adoxophyes orana fasciata Tyno Kokumon / Adakiphye s sp. icanus), Mita, Recacmon / Maki Maki  (Archips fuscocupreanus), Kakmon Hamaki (Arch ips xylosteanus), Igusa shinmushi force, (Bactra furfurana) Hoso ), Rinko Koshinsui (Graphol ita i nopi nata) Gr aphol ita molesta, Chimona / Homona magnanima, Rinko, Sosu / Maki (Hos hinoa adumbratana), Leguminivora glycinivorel la, Mazumuraeses azuki vora Matsumuraeses falcana Mats country raeses phaseol i, Olethreutes mor i Rinco / Spi asp , Spi lonota ocel I ana Bud, Huhoso / Eupoeci 11 ia am biguel la, Phalonidia mesotypa Maki (Phtheochroides clandestina), Kodlinga (Gydia pomonel la), Buduhi Mehamaki (Endopi za viteana) Mino force (Bamba I i na sp.), Eminota force (Eumeta japonica) Chiaminoga (Eumeta minuscula), Kokuga (Nemapogon granel lus ), Tiga (Tinea translucens) Nashichibiga (Bucculatr ix pyr i vorel la) Peach / ヽ Moku, Rika, (Lyonetia clerkel la) Ginmon / ヽ Moku, Rika I opt i I ia soye 11 a), Ga I opt i I ia the i vo ra, Ginoptho Iga zachrysa, Guphodes diospyros el la, Phyl lonorycter r ingoniel la Spul i na astaurota) Tangerine / Rim, Rica, (Phyl locnistis citrel la) Bud, Vulgar, Riga (Phyl locnistis toparcha) Rye (Aero I epi ops is sapporensis) Rana (Acrolepiopsis suzukiel la) (Plutel la xylostel la) Argyresthia conjugel la Grape squirrel (Paranthren e regal is), Cossock squirrel (Synanthedon hector), Power mushroom moth (Stathmop oda masinissa), Imakibiga (Brachmia tr iannulel la), phora gossypiel la), potato moth (Phthor imaea operculel la), moss squid, (Garposina niponensis) rinco, Monema f lavescens) Shiiraga (Narosoideus f lavidorsal is), Ailaiga (Parasa consocia), Himekuroiraga (Scopelodes contracus), Ghi lo suppressal is, Cnaphalocrocis medinal is, Conoge thes puncti feral is Diaphania indica, Ectomyelois pyr i vorel la, Ephestia e lute I la, Ephestia kuehniel la, Ephetia kuehniel la, Et ie II aazick Euzophera batangens is) GI yphodes pyloal is Giant red bean (He 11 u 11 a un da I is) Marasmia exigua Maruca testulal is, Notarcha derogata, Notarcha derogata (Ostr inia zagul i aevi), (Ostr inia scapulal is), (Ostr inia zagul i aevi) Shibataga (Parapediasia teterrel la), Pleuroptya rural is, Plodia interpunctel la, Sci rpophaga incertulas, Parnara guttata, Monchia / Papi l iolenヽ (Papi I io machaon hippocratesja 7 "/ ヽ (Papi I io xuthus), Monk butterfly (Go I i as erate pol iographus) Monis shiroi (Pieris rapae cruci vora) Urana swordfish (Lampides boeticus), Sumona pash ia) Ascot is selenar ia, Biston robustum, Gystidia co uaggar ia, Dendrol imus spectabi I is, The kale (Malacosoma neustria testacea) Apple Kaleha (Odonesti s pruni japonensis) Osos Kashiba (Gephonodes hylas), Grape sparrow (Acosmeryx castanea), Tsumaka killer whale (Glostera anachoreta) Se Roshachi-koko (Glostera anastomosi s), Monk-shakiko-ko (Phalera flavescens), Otobi-mon-kachidoko (Ph alerodonta manleyi), Orca-chococa (Stauropus fagi persimi I is; ) 卜 カ (Euprocti s subf lava) マ イ ガ (Lymantr ia dispar) gy ロ Or (Orgyia thyel I ina), ア メ リ カ ア メ リ カ (Hyphantr ia cunea) Spi losoma impar i I is, Acanthoplus ia agnata, Aedia leucomelas, Agrotis ipsi Ion, Agrotis segetum, An (Anomis mesogona), Tamana Ginfufu (Autographs nigr isigna) Irakusaginufu (Trichoplusia ni), Ota / Kokuka Hel icoverpa armiger a), Tahakoga (Hel icoverpa assiHta Li, Tsumekusa force (Hel iothis mar itima) Mamestra brass icae, Naranga aenescens, Pseudaletia separata, Sesamia i nferens, Spodoptera depravata, Soptera (Spodoptera litura), Rinkokenmon (Triaena intermedia) Nashikenmon (Viminia rumicis) Shiromonya sword (Xestia c_nigrun, etc.) Heterogeneous of Hemiptera Heteroptera) Talented 7 "Eysarcor is lewisi, Eysarcor is pa rvus, Eysarcor is ventral is, Glauc ias subpunctatus, Hula nerub mista), tiger beetle (Lagynotomus elongatus) nectara beetle (Nezara antennata) southern beetle (Nezara vi r idula), tiger beetle (Piezodorus hybneri), tiger beetle (Plauti a lume) , Sardine stink bug (Sta rioides iwasakii), physalis Japanese beetle (Acanthocor is sordidus) ヮ ヮ ヘ リ ヘ リ A (Anacanthocor is str ii corn is) sa acuta), spider helicopter (Leptocor i sa chinensis), Thai spider helicopter (Leptocor i sa or a tori us), Riptortus clavatus, vacant spider bug (A)  eschynteles maculatus) Liorhyssus hyal inus Crested beetle (Cave I er i us sacchar i vorus) Black horned stink bug (Paromi us exguus), Japanese black-headed beetle (Togo hemipterus, Dysdercus cingula tus), Dysdercus poeci lus, Japanese whale (Galeatus spinifrons) (Metasal is popul i), Kusu 7n / Kui (Stephani tis fasci i carina), Nashigumbai (Stephanitis nashi), Hodge Gumbai (St ephanitis pyr ioides) Himek, Nun Kui (Uhl er i tes debi I e ), Kuzoremiku, U / Kui (Uhlerites latius) Adelphocoris I Iineolatus Adelphocoris tr i annul atus Core talented turtle (Apoly gus I ucorum), Apolygus spinolai, Crested i ades pal I idifer, Cyrtope Itis tennu is, genius black卜 Bikasumi-kame (Ha is icie 11 us i nsu laris), Rinkokurokasuka-mika (Heterocordy I us f lavi pes), Makiba-kasuka-mika (Lygus disponsi) Matara-kasumi-kame (Lygus saunde rsi), Sugar-bearing turtle (Orthotylus f lavosparsus), (Ste nodema calcaratum) Stewart turtle (Stenotus binotatus), Akasun turtle (Stenotus rubrovittatus), Usmonmi dorisuka turtle (Taylor i I ygus pa 11 i du I us), Akahi 7 "Hosomi 卜 Likasumi turtle (Tr i gonoty I us coe est ia lium), etc., Homoptera, Abrazemi (Graptopsa is r ia nigrofusc ata), Maechia ヮ Fuki (Aphrop hora costal is), Aphrophora f I avipes, Aphrophora vitis, G lovia punctata, Phi laenus spumar i us "3 / Guidel la viridis", P7 | "7 |" 3 / Cofana spectra, Kashihime 3 / Agur iahana quercus / Alnetoidia alneti, Kanki Aphel iona f erruginea Arbor idia apical is, Midori Himeko  / Kui (Edwards i ana f lavescens) / kurahime 3ko / kui (Edwardsiana rosae), mahimeyoko / kui (Empoasca abietis) chiyanomi dorhimeyoko / kui (Empoasca o nukii), Inekii mouth Himekoru (Thaia sub) , Zy ginel la citr i, Macrosteles fascifrons, Nephotettix cincticeps, □ 3 sujitsumak, □ 3 / Nephotettix nigrop ictus (Nephotettix vi rescens), Rinko Madarakobai (Or ientus ishidai), Inazumakokobai (Reci I ia dorsal is), Muki 3ko / Kui (Sorhoanus tritici), / Sonusaka 3co / Sui (Speusotettix su bfusculus), N Laodelphax striatel lus), Ni laparvata I ugens, Numata mui ri, Peregr i nus maidis, Croftsun la force (Perkinsiel la sacchar icida), white-spotted greenfish (Sogatel la furcifera), white-spotted greenfish (Agate)卜 Whale killer whale (Psy I la abieti), Hanno killer whale (Psy I la a I ni), Wild killer whale (Psyl la jamatonica), Apple killer whale (Psyl la mal i), Black apple killer whale (Psyl la mal i vorel la) , Psyl la pyr i suga, Psyl la tobi rae, Trioza camphorae, Trioza quercicola, Micanto 7 "AI euro canthus spinbus taonabae), Tajiko tabaci, Daileurodes citri, Trial eurodes vaporar iorum / Bern isia argentifol ii, Grape aphid (Viteus vitifol ii), Apple pea aphid (Aphidounguis mal i), Apple corn beetle (Er iosoma lanigerum) siphon pi sum) Aphis citr i cola Aphis cracci vora Aphis far i nose yanagicola Aphis gossypi i Aphicors aphid (Aulacorthum)  solani), Brachycaudus hel ichrysi, Brevicoryne brass icae, Dysaphis tul ipae, Euceraphis punctipenni moth (Hyalopterus pruni), Nipster pea aphid (L ipaphis erysimi) Kikuhimehikenaka, Macromesiphoniel la sanborn i, Chuichi Lip Hikenaka /¹Bumble beetle (Macrosiphum euphorbiae), broad bean hykenaka, memura crassicauda, melanap his si phone I la ) Negiab aphids (Neotoxoptera f ormosana), Rinkomi 卜 Ovatus mal icol ens) Aphids (Sappaphis piri), Nigeria aphids (Schiza phis pi r icola) Aphids (Sitobion akebiae) Iharahi 7 "Aphids (Sitobion ibarae) Peach Aphid (Tu berocephalus momonis) Mosquito /¹Brachia (Uroleucon formosanu m), Mukimi Dori Aphid (Schizaphis grami num), Drosicha corpulenta Reindeer (Dysmicoccus wistar iae), mandarin orange (PI anococcus citri), dung beetle (PI anococcus kraunhiae) mandarin orange (Pseudococcus ci tr icul us), P Geroplastes cer iferus) Geroplastes rubens, Coccus discrepans, Coccus hesper idum, Coccus pseudomagnol iarum ), Chiyano Takai Lecanium persicae (Pulvinar ia aurant ii), Citrus aphid (Pulvinaria citricola), Pulvinar ia kuwacola, Saissetia olea e Andaspis kashicola A onidiel la auranti i Aonidiel la citrina, Aspidiotus destructor, Aspidiotus destructor Aspidio tus hederae (Ghrysomphalus ficus), Nashimazore Kaikaramushi (Comstockaspi s perniciosa), Black-bellied Molecula (Du plaspidiotus claviger) Sperm worm (Lepidosaphes becki i), Rinkokukaikairamushi (Lepidosaphes ulmi) pi ) Nacyclohoshikai Katana Ramushi (Par lat oreopsis pyr i), camellia larvae (Parlatoria camel I iae), stag beetle aphid (Parlatoria theae), stag beetle (Parlatoria ziziphi), ヽPseudaonidia paeon i ae, Pseudaulacaspi s pentagons, Pseudaulacaspis prunicolaj, etc., Coleoptera, tus moth ), Dobuy sword (Anomala cuprea), Himekokane (Anomala rufocuprea), ヽ Namku, Eri (Eucetonia pi I iferaj τΙ), ヽ Nakuri (Eucetonia roelofsi), Nakachako sword (Heptophyl la picea) ), Mimela spl endens (Oxycetonia jucunda), Japanese beetle (Popi 11 ia japonica), Japanese beetle (Anthrenus ver basci), Attagenus unicolor japonicus (Lasioderma serr icorne), tus Gimiteokissy (Carpophi I us dimidiatus), Chrykeshkisuki (Carpophi I us hemipterus) Onyasha Hoshiten 卜 u (Epi lachna vigintioctomacula ta), Nyushahoshiten 卜 (Epi lachna vigintioctopunctata), Inn 7 " Ten lau (Epi lachna var ivestis), Japanese worm beetle (Alphitobius laevig atus), Japanese corn beetle (Neatus picipes), Japanese wolf moth (Palorus r atzeburgi i) (Tenebr io mo I itor), Tr ibol i urn cast aneum, Tribal i um confusum, Ep icauta gorhami, Aeolesthes chrysothr ix Anoplophora malasiaca) Monochamus altern atus, Psacothea hi laris, Xylotrec hus pyrrhoderus, Xystrocera globosa Common beetle (Gal losobruchus macul atus), urihamushi (Aulac ophora femoral is) Basi lepta balyi, Gassida nebulosa, sugar beet / Ghaetocnema concinna, Colasposoma daur icum, Nyuushi Hoku Force /, worm (C r iocer is quatuordec i mpunctata) Inawai potato beetle (Donacia provost i) Oulem a oryzae) Pagr ia signata, Ta, Icon / Phaed on brass icae Phyl lotreta str iolata Lepti notarsa decern I i neata), Diabrotica sp., Involvulus cupreus, Rhynchites heros, Gylas formicar ius ), Rinkoha nazo, worm, Anthonomus porno rum ), Alfalfa hawk postworm, Li ssorhoptrus oryzophi Ius, Li stroderes cost i rostr is, Phyl lobius armat  us) Sitona japonicus ヮ Anthono mus grand is, Sitophi lus oryzae, Sitophi I us zeamais, Sphenophrus venatus vestituus peri , THYSANOPTERA, Asaphothrips obscurus, Ghi roth r ips manicatus, Dendrothr ips minowai, Hirazha frank intonsa), Frankl i ni el la I i I i vora, Helio iothr ips haemorrhoidal is, Cosmo sammama (Microcephalothr ips abdominal is) mor i), Scirtothrips dorsal is, Sel enothr ip s rubr ocinctus), Inesa Thuma (Stenchaetothr ips biformis) Nekisouth Azamuma (Thr ips al I iorum), Bisana Thammas (Thr ips coloratus), Keys / Thr ips f lavus (Thr ips f lavus) hawai i ens is), Thr ips nigropi losus, Thr ips palmi, Frankl inel la occidental is, Thr ips setosus), Thr ips s implex, Thr ips tabaci, Hap I othr ip s aculeatus, Hap I othr ips chinensis Hanakda ^ Hap I othr ips kurdjumovi Haplothr ips ni ger, Leeuwenia pasani i, Li othr ips f I or i dens is), Yurinokuda, Zamiuma (Liothr ips v aneeckei), Litotetothrips pasaniae, Pticticathuma (Ponticulothrips diospyrosi), etc. Per iplaneta japonica) Greater cockroach (Blattel la germanic a), Greater cockroach (Blattel la I itur icol I is), Greater coryphus jezoensis Greater tree (Homorocoryphus I i neosus) Kera (Gryllota  I pa sp.), Coxago hyacinth (Oxya hyla intr icata) Copainago (Oxya yezoensis), Locust migrator i a), etc.

Diptera includes the following: Tipula aino, Bradysia agrestis, Izsatama /, Asphondyl ia sp., Dacus cucurbitae, Mikan Komi ((Dacus dorsal is), mandarin orange (Dacus tsuneonis) τ 卜 "卜 ヽ ヽ / Rhacochlaena japonica, Hydrel I ia gr iseola, Hydrel I ia sasa ki i, Drosophi la suzuki i, G hlorops oryzae, Meromyza nigr iventr is Rice, / ヽ 7 Agromyza oryzae, Namok, Reno (Ghromatomyia horticola) Eggplant / ヽ Mo · 7 reno (e (Li r iomyza bryoniae) Leek / ヽ · 7 renoque (Li r iomyza chinensis), bean / ヽ mok,, reno mye (Liriomyza trifol ii), 卜Ma 卜 / ヽ moku, Li r iomyza sati vae 夕, ロ / ヽ · ί Nokue (Li r iomyza huidobrensis), Evening onion / L: Del (ia ant i qua) Seed fly (Del ia platura), Sugar beetle (Pegom ya cunicular ia), Kukin (Phormia regi) na), Musca domes tica, Culex pi pi ens pal lens, Saddle power (Anopheles sinensis), Aedes a I bop ictus, Culex pi pi ens molestus), etc., HYMENOPTERA, Ath al ia rosae ruf icornis, Rin zf / ヽ / ウ (Arge mal i) Churange /ヽ / kuchi (Arge pagana), evening Ritama / kuchi (Dryocosmus kur iphi I us) kuroyamari (Formica japonica), etc., as acarid (ACARINA), Polyphagotarsonemus latus, cyclamen hokoritaji (Steneotarsonemus pal I idus) Tarsionemus waitei, Pyemotes ventr icos us), Mukitani (Penthaleus major), Nodo Hime / Samurai, Kouko (Brevipalpus lewisi), Chiyano Hime / Samurai Octopus (Brevipalpus obovatus), / Inapzorehime / Sakai Tani (Dol ichotetranychus f loridanus) (Tenuipalpus zhizhi lashvi I iae), Minamihimehadada (Brevipalpus pho enicis), Namikenaka / Shuyu, Ni (Tuckerel la pavoniformi s), · ί7 α— / ヽ 一 / ヽ Tani (Bryobia praetiosa) This section □ _ / _ / ヽ, this (Bryobia rubr ioculus), apricot / ヽ ta, this (Eotetranychus boreus), Michinoku / ヽ, this (Eotetranychus genicula tus), Kurino Eotetranychus pruni, Kovnoshi Oita, Koiko (Ol igonychus ilicis), Larch / Oita, Koko (Ol igonychus karamatus), Mikan / Kouta, Two (Panonychus citri), Rinko, / Nikonami / Panonychus ulmi TranTako (Tetranychus cinnabar inus) Kanzah / ヽ Tako (Tetranychus kanzawai), Nami / ヽ タ-こ (Tetranychus urticae re, τΙ "卜 ヽ ヽ Te Te (Tetranychus vienne nsis), ヤ(Acaphyl la theae), Acer ia tulipae, Akanhida mite (Acu I ops pelekassi) Peach (Acu I us f ockeui), Aculus schlechtendal i, Gal aca rus car i natus, Galpitr imerus vitis, Pit it imerus pyri (Er iophyes chibaensis); scute I lar is) Lepto tromb idium pal I i dum, etc.

As TYLENGHIDA, Bentgrass Scentyu (Anguina agrostis), Kumki Sentiyu (Anguina tritici), Imigusaresenchu (Dityl enchus destructor), Namiish Sentiyu (Ty I enchorhynchus claytoni), Maichichin Tylenchorhynchus martini, Tyl enchorhynchus sp., Hi rschmanniel la imamur i, Hirschmanniel la oryzae, Praty I enchus cof f eae), lily of the valley (Praty I enchus conval lar iae), Krynegusare Sentiyu (Praty I enc hus fa I lax), pratice I enchus loosi, muginegusare Sentiyu (Pratylenchus neglectus) Kitanegusu Sentiyu (Praty I ench us penetrans), Negusare Sentiyu (Praty I enchus sp.), Namirasen Sentiyu (Hel icotylenchus dihystera) Yuli (Hel icotylenchus sp.), Harilolita sp (Hoplolaimus sp.), Nisefuku mouth centiyu (Rotylenchulus reniformis) Brachyzore murasenchu (Scutel lonema brachyurum) Musen cis nematode (Bidera avenod) cacti) Gryphodera sp., Potato cyst tomatoen (Globodera rostochiensis), Inesis scented tomato (Heterodera elachista), Soybean scented tomato (Heterodera glycines), Clover tossed tomato (Heter odra tr Rianekobu Sentiyu (Meloidogyne arenar ia) Meloidogyne camel l iae, Shipa, Mel oidogyne graminis, Meloidogyne hap la, Meloidogyne incognita, Meloidogyne incognita, Meloidogyne ne sp. Tylenchulus semi penetrans, Aphe I enchus avenae, etc., and DORYLAIMIDA, Longidorus martini, Longidorus sp. Xiphinema amer icanum, Xiphinema sp., Yumi / Trichodorus sp. i na) Matarashimi (Thermobia domestica), etc., as the termite (ISOPTERA), the termite (Gryptotermes domesticu) s), white termite (Coptotermes formosanus), wild termite (Reticul itermes spera tus), white termite (Odontotermes formosanus), etc., PSO GOPTERA, ), Ginnocephal ides canis, etc., Lice eyes (ANOP LURA), Head lice (Pediculus humanus humanus), etc. Arthropod lip limbs (GHIL0P0DA), Geji (Thereuronema tuberculata) etc., Arthropod double legs As a class (DIPLOPODA), for example, Oxidus gracilis, and as a mollusc (MOLL USCA), for example, slug (Inci laria bi Iineata).

Plant diseases that can be controlled by the pest control composition of the present invention include, for example, rice shoots, rice pods (Pyr icular ia oryzae), crested blight (Rhizoctonia solan, sesame leaf blight (Gochl iobolus miyabeanus), idiots Seedling disease (Gibberel la fuj ikuroi); wheat powdery mildew (Erysiphe graminis f. Sp. Horde to f. Sp. Tr itici), rust (Puccinia str i iformis; P. graminis; P. recondita; P horde i) Leaf spot disease (Py renophora grami nea) Fish spot disease (Pyrenophora teres), Red mold disease (Fusar i um cal morum; F. anenaceum; F. grami nearum; Microdochium nivale), Snow rot (Ty phula) sp .; Micronectr iel la nivale) Osti lago tr itici; U. nuda, Ti I letia car i es Eye rot (Pseudocercosporel la herpot r ichoides) Strain (Rhizoctonia cereal is) ), Cloud shape disease (Rhynchospor i um secal is), leaf blight disease (Septoria tr itici) blight disease (and eptosphaer ia nodorum); in 7 ", cucumber, tomato, strawberry, blue Gray mold disease (Botrytis cinerea) such as dough, potato, soybean, cabbage, eggplant, lettuce; Rice seedling disease (Rhizoctonia solani) such as rice, cabbage, komatsuna, tomato, eggplant; Grape root disease (PI asmopora) viticola) Scabies (Phakopsora ampelopsidis, tsudonoko (Unci n ula necator), black tsutsu (Elsinoe ampel ina) rot (Glomerel la cingulata); apple powdery mildew (Podosphaera leucotr icha), black star Disease (Venturia i naeq ual is), spotted deciduous moth (A is ernar ia mal i), red star moth (Gymnosporang i um yamadae), moniria disease (Sclerotinia mal i), rot (Valsa mal i); Disease (Al ternar ia kikuchiana), black spot disease (Venturia nashicola), red star disease (Gymnosporang ium haraeanum) ring rot (Physalospora pi ri col a); peach blight (Sclerotin ia cinerea) black star disease (Gladospor ium carpophi Ium) ) Homposis rot (Phomo psis sp.); ium kaki) deciduous leaf disease (Gercospora kaki; Mycosphaerel la nawae) powdery mildew (Phyl lactinia kaki kora); cucumber downy mildew (Pseudoperonospora cubensis); spot disease (Corynospora me I on is); Blight (Rizoctonia solani), powdery mildew (Sphaerotheca ful iginea) Charcoal Downy mildew (Gol letotr ichum lagenar ium) Vine blight (Mycosphaerel la melonis); 卜 Ringworm disease (A is ernar ia solani), leaf force, leaf blight (Gladospor ium fulvam) plague (Phytophthora i nfestans); Eggplant powdery mildew (Erysiphe cichoracorum) Subtilis (Mycovel losiel la nattrassi i); Brassicaceae vegetable black spot (A is er naria japonica) White spot (Gercosporel la brass icae) Tuberculosis (Plasmodiop hora brass icae) ), Root rot (Phoma I i ngam); rust on leeks (Puccinia al lii), black spot (A is ernaria porri); spinach, leeks such as leeks (Fusar i um oxy sporum); Disease (Gercospora kikukuchi i), black sardine (Elsinoe glyc innes), black spot moth (Diaporthe phased olum); kidney bean ash (Go I letotr ichu m I indemuthianum); black rot of myrtle (Mycosphaerel lapersonatum), posting Spotted moth (Gercospora arachidicola); Endo mildew (Erysiphe pisi), downy mildew (Peronospora pisi); Summer disease of sword potato (A is ernar ia solani), Black bruise (Rhizoctonia solani) Throw (Phytophthora i nfestans); Broad bean disease (Peronospora viciae) Plague (Phytophthora nicotianae); Net blast (Exobasidium ret icu latum) white scab (Elsinoe leucospi la) anthracnose (Gol leto tr ichum theae-sinensis); tobacco red scab (A is ernar ia longipes) powdery mildew (Erysiphe cichoracearum) Disease (Go I letotr ichum tabacum), plague (P hytophthora parasitica); sugar beet spot (Gercospora bet i col a); rose black spot (Diplocarpon rosae), powdery mildew (Sphaerotheca pannosa) plague (P hytophthora megasper) ); Chrysanthemum (Septor ia chrysanthemi-indici), White rust (Puccinia hor iana); Powdery mildew of strawberry (Sphaerotheca humul i), Phytophthora nicotianae; Green beans, cucumbers, tomatoes, strawberry, jasmine , Soybean, cabbage, eggplant, les Sclerotinia sc lerotiorum; cypress sunspots, 3 丙 (Diaporthe citri), sour, 3 丙 (Elsinoe faw cetti i); carrot black leaf blight (A is ernaria dauci); Examples include, but are not limited to, ground patch R (Rhizoctonia solani), tara-shot 卜炳 (Sclerotinia homoeocarpa), and large patch disease (Rhizoctonia solani). The content of the compound effective for pest control in the pest control composition of the present invention is usually 0.5 to 20% by weight for powders, 5 to 50% by weight for emulsions, and 10 for wettable powders. ~ 90% by weight, 0.1 ~ 20% by weight for granules and 10 ~ 90% by weight for flowable preparations. On the other hand, the amount of carrier in each dosage form is usually 60 to 99% by weight for powders, 40 to 95% by weight for emulsions, 10 to 90% by weight for wettable powders, and 80 to 90% for granules. 9 9% by weight, and 10 to 90% by weight for flowable formulations. The amount of the adjuvant is usually 0.1 to 20 weight ⁰ / o for the powder, 1 to 20% by weight for the emulsion, 0.1 to 20% by weight for the wettable powder, and 0 to 0 for the granule. 1 to 20% by weight and 0.1 to 20% by weight for flowable formulations.

[0242] The pest control composition of the present invention is used for controlling pests in an amount effective for pest control as it is, or appropriately diluted with water or suspended in order to control various pests. Or it may be applied to a pest habitat. The amount used varies depending on various factors such as the purpose, target pest, crop growth, pest occurrence, weather, environmental conditions, dosage form, application method, application location, application time, etc. Usually, the active ingredient may be selected from the range of 0.1 g to 1 OOO g as an active ingredient per are, and preferably in the range of 1 g to 500 g.

[0243] The pest control composition of the present invention can be applied to pests or pest habitats to control pests. For example, pests that occur in fruit trees, cereals, vegetables, etc. In addition to spraying, soil all layers treatment, crop application, floor soil mixing, cell seedling treatment, planting hole treatment, plant root treatment, top dressing, paddy rice seedling box treatment, water surface treatment, etc. It can also be used after absorbing. In addition, it can be applied to nutrient solutions in nutrient solution (hydroponics) cultivation, smoke, or trunk injection. Furthermore, for example, in addition to spraying on storage pests, house pests, hygiene pests, forest pests, etc., it can also be used as application to house building materials, smoke, and peat. [0244] By applying the pest control composition of the present invention to the harvest of agricultural plants, it is possible to control pests generated during storage of the crop. That is, the pest control composition of the present invention as it is, appropriately diluted with water or the like, or suspended in an amount effective for pest control is used as a crop of agricultural plants or a crop of agricultural plants. Postharvest treatment such as spraying, smearing, applying, dipping, powdering, fumigation, smoke or pressurized injection, etc. may be performed

[0245] Agricultural plant crops include, for example, rice, barley, wheat, corn, rye, oats, endou, green beans, cowpeas, salta beans, saltapia beans, butter beans, pegiya beans, white beans, Lima beans, broad beans, soybeans, red beans, apricots, plums, sweet potatoes, plums, nectarine, peaches, oranges, grapefruits, natsum, mandarin oranges, sudachi, daidai, force pos, lime, lemon, bean paste, quince, apples, pears , Pear, apogado, kiwifruit, guava, date palm, pineapple, passion fruit, banana, papaya, mango, strawberry, cranberry, hackleberry, blackberry, bullberry, oyster, watermelon, grape, cucumber, Melon, turnip, cauliflower , Cabbage, radish, Chinese cabbage, Komatsuna, watercress, kale, western rust, radish, broccoli, sweet potato, konnyaku potato, taro, potato, capochia, cucumber, shirori, artichoke, endive, gopow, saluphi, chiri , Shitake, mushrooms, celery, carrots, parsnips, parsley, tomatoes, eggplant, piman, asparagus, onions, garlic, leeks, bamboo shoots, edamame, okra, sugar cane, ginger, sugar beet, spinach, not Mature kidney beans, immature mature endou, oil seeds (sesame seeds, rapeseed, sunflower seeds, Benibana, cottonseed, etc.), nuts (almond, ginnan, chestnut, walnut, pecan etc.), cacao beans, coffee beans , Tea, Although hops etc. are mentioned, this invention is not limited to these.

[0246] By applying the pest control composition of the present invention to plant seeds, plant seeds are obtained. Pests that occur during seedstorage can be controlled. That is, the pest control composition of the present invention is sprayed and applied to a plant seed or a plant seed storage location in an amount effective for pest control as it is, appropriately diluted with water or the like, or suspended. Splashing, coating, dipping, dressing, smoke or fumigation may be performed.

 [0247] By applying the pest control composition of the present invention to plant seeds, it is possible to prevent damage caused by pests occurring in the plant after sowing. That is, the pest control composition of the present invention is sprayed, smeared, soaked or dressed in an amount effective for controlling pests as it is, diluted appropriately with water or the like, or suspended. It is only necessary to contact the plant seed with a compound that is effective for controlling pests.

 [0248] Plant seeds refer to those that store nutrients for germination of young plants and are used for agricultural reproduction. For example, seeds such as corn, soybeans, red beans, cotton, rice, sugar beet, wheat, barley, sunflower, tomato, cucumber, eggplant, spinach, green peas, capocha, sugar cane, tobacco, piman and black apricots, Examples include seeds such as potato, sweet potato, and konnyaku, edible lily, and seed balls such as bulbs such as tulips. These plant seeds may be transformed. A transformed plant is a plant that is created by artificially manipulating genes and the like, and is not originally present in nature. Examples include soybean, corn, cotton, etc. that have been given herbicide resistance, corn, cotton, potato, etc., that have been given the ability to produce insecticides, such as rice and tobacco adapted to cold regions.

[0249] The pest control composition of the present invention is generally used in a form convenient for use according to a conventional method for preparation in agricultural and horticultural drugs. That is, these are mixed in a suitable inert carrier, or if necessary, together with an auxiliary agent in a suitable proportion, dissolved, separated, suspended, mixed, impregnated, adsorbed or adhered, and an appropriate dosage form, For example, it may be used as a preparation in suspensions, emulsions, solutions, wettable powders, granules, powders, tablets and the like. [0250] The inert carrier may be either solid or liquid. Examples of materials that can be used as the solid inert carrier include soybean flour, cereal flour, wood flour, bark flour, saw flour, tobacco Stem powder, walnut shell powder, bran, fiber powder, residues after extraction of plant extracts, synthetic polymers such as ground synthetic resin, clays (eg kaolin, bentonite, acid clay), talc (eg talc, Pyrophyllides, etc.), silicas (eg, diatomaceous earth, silica sand, mica, white carbon [some synthetic high-dispersion silicic acid, also called hydrous finely divided silicon, hydrous silicic acid, and some products contain calcium silicate as the main component)], activated carbon, Inorganic minerals such as powder, pumice, calcined diatomaceous earth, brick ground, fly ash, sand, calcium carbonate, calcium phosphate End, ammonium sulfate, ammonium phosphate, can be mentioned ammonium nitrate, urea, chemical fertilizers such as salts depreciation, and compost fertilizer, which are used alone or in the form of a mixture of two or more.

[0251] Examples of materials that can be used as liquid inert carriers include compounds that are effective in controlling pests with the aid of an auxiliary agent, in addition to those having solvent ability. For example, the following carriers can be exemplified as typical examples, and these are used alone or in the form of a mixture of two or more, for example, water, alcohols (for example, methanol, Ethanol, isopropanol, butanol, ethylene glycol, etc.), ketones (eg, acetone, methyl ethyl ketone, methyl isobutyl ketone, diisopropyl ketone, cyclohexanone, etc.), ethers (eg, jetyl ether, dioxane, cellosolve) , Diisopropyl ether, tetrahydrofuran, etc.), aliphatic hydrocarbons ( Kerosene, mineral oil, etc.), aromatic hydrocarbons (eg benzene, toluene, xylene, solvent naphtha, alkylnaphthalene, etc.), halogenated hydrocarbons (eg dichloromethane, chloroform, carbon tetrachloride, black benzene, etc.), Esters (eg ethyl acetate, butyl acetate, ethyl propionate, diisoptyl phthalate, dibutyl phthalate, dioctyl phthalate, etc.), amides (eg dimethylformamide, jetylformamide, dimethylacetamide) Etc.), nitriles (for example, Acetononitrile).

 [0252] As auxiliary agents, the following typical auxiliary agents can be mentioned, and these auxiliary agents are used depending on the purpose, and used alone or in combination with two or more auxiliary agents. However, in some cases, it is possible to use no adjuvant at all.

 [0253] Surfactants are used for the purpose of emulsifying, dispersing, solubilizing and / or wetting compounds effective in controlling pests, such as polyoxyethylene alkyl ethers, polyoxyethylene alkyl alcohols. 1tel, polyoxyethylene higher fatty acid ester, polyoxyethylene resin acid ester, polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monooleate, alkyl aryl sulfonate, naphthalene sulfonate, lignin sulfonate And surfactants such as higher alcohol sulfates.

 In addition, for the purpose of dispersion stabilization, adhesion and / or binding of compounds effective for pest control, the following auxiliary agents can be used, for example, force zein, gelatin, starch, methylcellulose Auxiliary agents such as carboxymethylcellulose, gum arabic, polyvinyl alcohol, pine oil, coconut oil, bentonite, xanthan gum, lignin sulfonate can be used. For example, auxiliary agents such as waxes, stearates, and phosphoric acid alkyl esters can be used. As a peptizer for suspension products, for example, auxiliary agents such as naphthalene sulfonic acid condensate and condensed phosphate can be used. As the antifoaming agent, for example, an auxiliary agent such as silicone oil can be used.

The pest control composition of the present invention is stable to light, heat, oxidation, etc., but if necessary, an antioxidant or an ultraviolet absorber such as BHT (2,6_di-t_butyl_4_methyl Phenol), phenol derivatives such as BHA (butyl hydroxyanisole), bisphenol derivatives, phenyl naphthylamine, phenyl_S-naphthylamine, phenetidine and acetate A more stable composition can be obtained by adding an appropriate amount of arylamines or benzophenone compounds such as a condensate of styrene as a stabilizer.

 [0254] The pest control composition of the present invention can be mixed with herbicides, fertilizers, soil conditioners, plant growth regulators and other plant protection agents and materials, etc., to make a multipurpose composition with further excellent efficacy. it can.

 Example

 [0255] The following examples explain typical examples for producing a compound represented by the general formula (1) or the general formula (5) of the present invention. However, the present invention is not limited to these examples. Not.

 [0256] [Example 1-1]

 5-Amino 6_Bromo_8—Heptafluoroisopropylquinoline

 5-Amino-1-Heptafluoroisopropylquinoline 1. 2 1 g of N, N-dimethylformamide 5 ml solution is stirred in an ice-water bath, then Ν, Ν-dimethylformamide 1 Om I Dissolved N_prosuccinic acid salt (0.69 g) was added dropwise. After stirring for 1 hour in an ice-water bath and 4 hours at room temperature, ethyl acetate and water were added to the reaction solution, and the organic phase was separated. The extract was washed twice with water, dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (n-hexane: ethyl acetate = 8: 1 → 4: 1) to give 1.09 g (yield 72%) of the title compound as a light brown solid. Obtained.

¹ H-NMR (CDC I ₃ ) (5 4. 98 (2 H, broad _ s), 7. 43 (1 H, dd, J = 3. 9, 8. 3 ζ ζ), 8. 08 (1 Η, d, J = 1. 0 Η ζ), 8. 1 3 (1 Η, dd, J = 1. 5, 8. 3 ζ ζ), 8. 9 1 (1 Η, dd, J = 1. 5, 3. 9 ζ)).

[0257] [Example 1_2] N-(6 _ Bromo _ 8 _ Heptafluoroisopropylquinoline _ 5—yl) 3 _ Preparation of Nitrobensamide

 3-Nitrobenzoyl chloride 0.47 g, 5-amino-1-6-bromo-1-heptafluoroisopropylquinoline 1.5 g was added to pyridine 5 ml and stirred at room temperature. After 5 hours, ethyl acetate and 1 N hydrochloric acid were added to the reaction solution, and the organic phase was separated, washed twice with water and three times with saturated aqueous sodium hydrogen carbonate. The residue obtained by distilling off the solvent under reduced pressure was dissolved in a mixed solvent of tetrahydrofuran (8 ml) and methanol (2 ml) and stirred in an ice-water bath. Sodium hydroxide (0.1 O g) was added thereto for 1 hour. The mixture was further stirred at room temperature for 4 hours. Ethyl acetate and water were added to the reaction solution, and the organic phase was separated and dried over anhydrous magnesium sulfate. The residue obtained by distilling off the solvent under reduced pressure was purified by silica gel chromatography (n-hexane: ethyl acetate = 4: 1) to give 0.72 g of the title compound.

(Yield 52%) was obtained as a white amorphous.

1 H-NMR (CDC I ₃ ) (5 7.41 (1 H, dd, J = 3. 9, 8. 3 ζ ζ), 7.61 (1 Η, t, J = 7.8 Η ζ) ,

8. 1 5 (1 Η, dd, J = 15, 8. 3 Η ζ), 8. 25 (1 Η, s), 8.28 (1 Η, d, J = 7.8 Η ζ), 8. 39 (1 Η, d, J = 7.8 ζ ζ), 8. 84 (1 Η, s), 8. 87 (1 Η, s), 8. 92 (1 Η dd, J = 1. 5, 3. 9 ζ)).

 [Example 1_3]

 Ν-(6 _ Bromo _ 8 _ Heptafluoroisopropylquinoline _ 5—yl) 3-Manufacture of aminobensamide

Ν-(6 _ Bromo _ 8 _ Heptafluoroisopropylquinoline _ 5—yl) 3 _ Nitrobensamide 0.70 g, stannous chloride (anhydrous) 0.98 g EtOH 10 m Concentrated hydrochloric acid 1 m I was added to the solution I and stirred at 60 ° C. for 1 hour. The reaction solution was poured into ice water, neutralized with potassium carbonate, and the precipitated insoluble material was removed by filtration using celite. Wash insolubles with ethyl acetate and mix with filtrate to organic The phases were separated and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the precipitated solid was washed with hexane to obtain 0.56 g (yield 85%) of the title compound as a pale orange solid.

 H-N M R (DMS 0- d 6) δ 5. 41 (2 H, b ro a d-s), 6. 83 (1 H, d d, J = 1. 5, 9. 3 H z), 7. 2

0-7. 27 (3 H, m), 7. 76 (1 H, dd, J = 4. 4, 8. 8 H z), 8. 40-8. 43 (2 H, m), 9. 06 (1 H, dd, J = 1. 5, 4. 4 H z), 1 0. 58 (1 H, s).

 [Example 1_4]

 N-(6 _ Bromo _ 8 _Heptafluoroisopropylquinoline _ 5—yl) 3- [(2 _Fluorobenzoyl) amino] benzamide (Compound No.

1 -304)

 N- (6_Bromo_8_Heptafluoroisopropylquinoline_5-yl) 3-Aminobensamide 0.15 g, Pyridine 0.03 g was added to tetrahydraphthalate 5 m I at room temperature To the stirred solution, 0.05 g of 2_fluorobenzoyl chloride dissolved in 1 ml of tetrahydrofuran was added dropwise. After stirring at room temperature for 1 hour, ethyl acetate and 1N hydrochloric acid were added to separate the organic phase. The organic phase was washed once with a saturated aqueous sodium bicarbonate solution and then dried over anhydrous magnesium sulfate. The solution was filtered, the filtrate was collected, the solvent was distilled off under reduced pressure, and the precipitated solid was washed with diisopropyl ether to give 0.17 g (yield 88%) of the title compound as a white solid. Obtained.

H-NMR (DMS 0- d ₆ ) δ 7. 33-7. 40 (2 Η, m),

7. 57-7. 63 (2 Η, m), 7. 68— 7. 73 (1 H, m), 7. 77 (1 H, dd, J = 3. 9, 8. 8 H z), 7. 90 (1 H, d, J = 7.8 H z), 8. 03 (1 H, d, J = 7.8 H z), 8. 41 -8. 49 (3 H, m), 9. 08 (1 H, dd, J = 1. 5, 3. 9 H z), 1 0. 70 (1 H, s), 1 0. 84 (1 H, s).

[0260] [Example 2 _ 1]

 N-(4 _Heptafluoroisopropyl _ 2-methylsulfonylphenyl) _N_Methyl 3_Nitrobenzamide production

 60% sodium hydride 0.15 g in a solution of 5 ml of tetrahydrofuran was dissolved in N— (4-heptafluorine isopropyl _ 2-methylsulfonylphenyl) 3_ Nsamide 1.5 g was added dropwise at room temperature. After stirring for 30 minutes at room temperature, 0.94 g of methyl iodide dissolved in 5 ml of tetrahydrofuran was added dropwise. Next, the temperature was raised to 70 ° C., and the mixture was stirred for 12 hours, then returned to room temperature, and ethyl acetate and water were added to the reaction solution. The organic phase was separated, washed once with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane: ethyl acetate = 6: 1) to obtain 0.98 g (yield 64%) of the title compound as a pale yellow solid.

¹ H-NMR (CDC I ₃ ) (5 3.21 (3 H, s), 3.39 (3 H, s), 7.64 (1 H, d, J = 8. 3 H z), 7 7 3 (1 H, t, J = 7.8 H z), 8. 03 (1 H, d, J

= 8. 3 H z), 8. 07 (1 H, d, J = 7.8 H z),

8. 38-8. 41 (2 H, m), 8. 55 (1 H, s).

[0261] [Example 2 _ 2]

 N-(4 _Heptafluoroisopropyl _ 2-methylsulfophenyl) 1 N-methyl 3-aminoamino amide

N-(4 _Heptafluoroisopropyl _ 2-methylsulfonylphenyl) _N_Methyl 3_Nitrobensamide 0.93 g, stannous chloride (anhydrous) 1. 40 g added to ethanol 2 Om I Then, 2 ml of concentrated hydrochloric acid was added dropwise. After charging, the temperature was raised to 60 ° C., stirred for 1.5 hours, and the reaction solution was poured into ice water. Neutralized with potassium carbonate, precipitated after adding ethyl acetate The insoluble material was removed by filtration using celite. The filtrate on the celite was washed well with ethyl acetate. The organic phase of the filtrate is separated, dried over anhydrous magnesium sulfate, and the solvent is distilled off under reduced pressure. The resulting residue is purified by silica gel column chromatography (n-hexane: ethyl acetate = 1: 1). Gave 0.82 g (94% yield) of the title compound as a colorless oil.

¹ H-NMR (CDC I ₃ ) (5 3. 1 9 (3 H, s), 3. 39 (3 H, s), 3. 88 (2 H, br ο ad-s), 6. 80 ( 1 H, d, J = 7.8 H z), 6. 96 (1 H, s), 7. 04 (1 H, d, J = 7.8 H z), 7. 26 (1 H, t , J =

7. 8 H z), 7. 60 (1 H, d, J = 7.8 H z), 7.99 (1 H, d, J = 7.8 H z), 8. 40 (1 H, s)

[Example 2_3]

 N-(4 _Heptafluoroisopropyl _ 2-methylsulfonylphenyl) _N_Methyl 3_ (2-Fluorobenzoylamino) Preparation of benzamide (Compound No. 1 603)

The title compound was prepared according to the conditions described in Example 1_4. White solid. ¹ H-NMR (CDCI ₃ ) (53. 22 (3 H, s), 3. 42 (3 H, s), 7. 1 7-7. 23 (1 H, m), 7. 29-7. 35 (2 Η, m), 7. 49-7. 57 (2 Η, m), 7. 64 (1 Η, d, J = 8.3 ζ ζ), 7. 81 -7. 83 (1 Η , m), 8. 00-8. 1 0 (2 Η, m), 8.1 4-8. 1 8 (1 Η, m), 8. 41 (1 Η, s), 8. 62 (1 Η, d, J = 1 5.1 ζ ζ).

 [Example 3 _ 1]

 3- (Benzylamino) Production of benzoic acid

To a solution of 1.37 g of 3-aminobenzoic acid and 0.4 g of sodium hydroxide in 50 ml of water, 1.41 g of benzoyl chloride and 0.4 g of sodium hydroxide in 5 ml of water in an ice bath The dissolved solution was added dropwise at the same time and stirred at room temperature for 6 hours. The reaction solution was adjusted to pH 1 by adding 1 N hydrochloric acid, and the precipitated solid was collected by filtration to obtain 1.92 g (yield 80%) of the title compound as a white solid.

H-NMR (CDCI ₃ ) «57. 40-7. 56 (5 H, m), 7. 78 (1 H, d, J = 7.8 H z), 8.00 (2 H, d, J = 8. 3 H z), 8. 1 5 (1 H, d, J = 7.8 H z), 8. 35 (1 H, t, J = 2. 0 H z), 9. 89 (1 H, s).

[0263] [Example 3 _ 2]

 3- (Benzylamino) manufacture of benzoic acid chloride

 To a solution of 1.5 g of 3- (benzoylamino) benzoic acid suspended in 1 OmI of toluene was added 2mI of thionyl chloride and stirred for 2 hours under reflux conditions. After returning to room temperature, the solvent was distilled off under reduced pressure to obtain 1.53 g (yield 95%) of the title compound as a white solid.

¹ H-NMR (CDC I ₃ ) (57. 51 -7. 62 (4 H, m), 7. 90 (2 H, d, J = 7.3 Η ζ), 7. 93 (1 Η, s ),

7. 97 (1 Η, s), 8. 1 5 (1 Η, dt, J = 1. 0, 5. 9 Η ζ), 8. 28 (1 Η, t, J = 2. Ο ζ ζ) .

[0264] [Example 3_3]

 Ν—Benzothiazool 6—yl 3_ (Benzylamino) Preparation of benzamide (Compound No. 1 492)

3 -_ (Benzylamino) benzoic acid chloride dissolved in 1 ml of tetrahydrofuran in a solution of 0.1 g of 6-aminobenzazothiazol and 0.1 g of pyridine in 5 ml of tetrahydrofuran and stirred at room temperature 2 g was added dropwise. After stirring at room temperature for 1 hour, ethyl acetate and 1 N hydrochloric acid were added, and the organic phase was separated. The organic phase was washed once with saturated aqueous sodium bicarbonate and then dried over anhydrous magnesium sulfate. The solution was filtered, the filtrate was collected, the solvent was distilled off under reduced pressure, and the resulting residue was purified by silica gel column chromatography (n-hexane: ethyl acetate = 3: 1), The title compound (0.15 g, yield 52%) was obtained as a white solid. MS (APCI) = 3 7 4 (M + 1)

[0265] [Example 4 _ 1]

 2,6-Difluoro-3_Nitrobenzoic acid production

 2, 6-Difluoro-3_nitrobenzonitrile (0.73 g) was added to 90 ml of sulfuric acid aqueous solution (5 mI) and stirred at 20 ° C for 2 hours. After cooling to room temperature, add 5 m I of an aqueous solution containing 21.9 g of sodium nitrite and then 80. Stir at C for 1 hour. After cooling to room temperature, it was discharged into ice and extracted with ethyl acetate. The organic phase was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate 100%) to obtain 1.80 g (yield 96%) of the title compound as a white solid.

IR (KB r, cm " ¹ ); 309 8, 1 7 20, 1 6 2 5, 1 545, 1 47 7, 1 3 53.

[0266] [Example 4 _ 2]

 Production of 3-amino-1,2-difluorobenzoic acid

 A solution of 2,6-difluoro-3_nitrobenzoic acid, 10% of 1% palladium in one liter of methanol in 1 Om I was stirred at room temperature for 2 hours in a hydrogen atmosphere. After removing the catalyst by filtration, the solvent was distilled off under reduced pressure to obtain the title compound (yield: 93%) as a white solid.

[0267] [Example 4_3]

 Production of N-(4-heptafluoroisopropyl 1-methylphenyl) 3 _ (benzoylamino) 1,2,6-difluorobenzamide (Compound No. 1 — 6 0 1)

3_ (Benzylamino) — 2,6-difluorobenzoic acid was prepared according to the conditions described in Example 3_1 using 3-amino-1,2,6-difluorobenzoic acid, and then described in Example 3-2. 3_ (Benzylamino) -2,6-difluorobenzoic acid chloride was prepared according to the conditions described in Example 3-3 using 4_heptafluoroloypropyl-1-methylaniline, and the title compound was Manufactured. HN MR (DMS Od ₆ ) δ 2.37 (3 H, s), 7. 29-8. 0 1 (1 0 H, m), 1 0. 3 (1 H, s), 1 0. 6 ( 1 H, s).

[0268] [Example 5 _ 1]

 3-(Heptafluoro_ n-propylthio) Preparation of aniline

 3_aminothiophenol 1.25 g and triethylamine 1. 1 1 g of acetonitrile solution 2 Om I is added with 1 _heptafluoro-n-propane 5.91 g and stirred at room temperature for 3 hours did. After diluting with ether, it was washed with 1N aqueous sodium hydroxide solution and purified by silica gel chromatography (n-hexane: ethyl acetate = 4: 1) to give 0.38 g (yield) of the title compound. Rate 1 to 4%).

[Example 5 _ 2]

 2, 4, 6_Tribromo _3_ (Heptafluoro_ n-propylthio)

3- (Heptafluoro_n-propylthio) aniline 0.38 _§ in 1 \ 1,1 \ 1_ dimethylformamide 1 Om I was charged with 0.72 g of N-prosuccinic acid imide. did. After stirring at 60 ° C for 2 hours, ether and water were added to separate the organic phase. The organic phase was washed twice with water, then dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The resulting residue was subjected to silica gel strength chromatography (n-hexane: ethyl acetate = 8: 1) and the title compound (0.61 g, yield 89%) was obtained as a red oil.

HN MR (CDCI ₃ ) (5 4. 87 (2 H, s), 7. 83 (1 H, s).

[0270] [Example 5_3]

 N-{2, 4, 6_Tribromo_3_ (heptafluoro_n-propylthio)} Preparation of phenyl 3_nitrobenzamide

2, 4, 6_tribromo _3_ (heptafluoro_n-propylthio) dilin 0.61 g, 3-nitrobenzoyl chloride 0.43 g added to pyridine 2 Om I and stirred at 70 ° C for 2 hours Add ethyl acetate and water to the reaction solution. Yeah. The organic phase was separated and dried over anhydrous magnesium sulfate. The solution was filtered, the filtrate was collected, the solvent was distilled off under reduced pressure, and the resulting residue was purified by silica gel column chromatography (n-hexane: ethyl acetate = 4: 1). Then, 0.69 g (yield 89%) of the title compound was obtained as a white solid.

HN MR (CDCI ₃ ) (5 7.76 (1 H, t, J = 7.8 H z), 7. 78 (1 H, s), 8. 1 5 (1 H, s), 8.3

2 (1 H, d, J = 7.8 H z), 8. 47-8. 50 (1 H, m), 8. 79 (1 H, s).

 [0271] [Example 5_4]

 N-{2, 4, 6_Tribromo_3_ (heptafluoro_n-propylthio)} Manufacture of phenyl 3-aminobenzamide

 N-{2, 4, 6_tribromo_3_ (heptafluoro_n-propylthio)} Phenyl 3_nitrobenzamide 0.69 g, stannous chloride anhydride 0.60 g added to ethanol 2 Om I Concentrated hydrochloric acid 1 m I was added to the solution stirred at room temperature, and the mixture was heated and stirred at 60 ° C for 2 hours. After returning to room temperature, the reaction solution was poured into water and neutralized with potassium carbonate. Ethyl acetate was added and insolubles were removed by filtration. The organic phase was separated and dried over anhydrous magnesium sulfate. The solution was filtered and the filtrate was collected. The residue obtained by distilling off the solvent under reduced pressure was washed with hexane to give 0.62 g (yield 94%) of the title compound as white. Obtained as a solid.

¹ H-NMR (CDCI ₃ ) (5 3. 89 (2 H, s), 6. 89 (1 H, dt, J = 6. 4, 2. 4 ζ ζ), 7. 27-7. 31 (

3Η, m), 7.64 (1 (, s), 8.11 (1Η, s).

[0272] [Example 5_5]

 Ν- (2, 4, 6_Tribromo_3_Heptafluoro_η-propylthio) Phenyl 3_ (2-Chloropyridine-3_Strongylamino) Preparation of benzamide (Compound No. 1 391)

Ν-{2, 4, 6_Tribromo _3_ (heptafluoro_ η-propylthio E)} Phenyl 3-aminobenzamide 0.15 _§ , 0.04 g of pyridine in 5 ml of tetrahydrofuran and stirred at room temperature in a solution of 2_chlorinated nicotinic acid dissolved in tetrahydrofuran 1 ml 0.05 g of the dough was added dropwise. After stirring at room temperature for 1 hour, ethyl acetate and 1 N hydrochloric acid were added to separate the organic phase. The organic phase was washed once with a saturated aqueous sodium bicarbonate solution and then dried over anhydrous magnesium sulfate. The solution was filtered and the filtrate was collected. The solvent was distilled off under reduced pressure, and the resulting residue was purified by silica gel column chromatography (n-hexane: ethyl acetate = 3: 1) to give the title compound 0.17 g (94% yield) was obtained as an oil.

HN MR (CDCI ₃ ) (5 7.44 (1 H, dd, J = 4.

9 7.8 H z), 7.57 (1 H, t, J = 7.8 H z), 7. 79 (1 H, d, J = 7.8 H z), 7 87-7. 91 (2 H, m), 8.1 3 (1 H, s), 8. 23 (1 H, dd,

J = 2. 0, 8 H z), 8. 31 (1 H, s), 8.4 2 (1 H, s), 8 55 (1 H dd, J = 2. 0 4. 9 H z) .

 [Example 6 _ 1]

 5_Nitro_2_ (2, 2, 2 _Trifluoro-1 _trifluoromethyl ethoxy) Preparation of pyridine

60% sodium hydride 2.45 g (61.2 mm o I) was charged into tetrahydrofuran 15 ml, cooled to 5 ° C, then 1, 1, 1, 3, 3, 3—hexafluoro- 1_0.6 g of 2_propanol was added dropwise. After stirring at 5 ° C for 30 minutes, 5.0 g of 2_dichloropyridine dissolved in 1 OmI of tetrahydrofuran was added dropwise and stirred at room temperature for 3 hours. After standing at room temperature for 3 days, water was added, extracted with ethyl acetate, and washed with saturated brine. After drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure, and the resulting residue was purified by silica gel column chromatography (n-hexane: ethyl acetate = 10.0: 1) to give 8.4 g of the title compound. Was obtained as a yellow oil (yield 92%). ¹ H-NMR (CDCI ₃ ) δ 6. 57 (1 H, septet), 7. 1 3 (1 H, d, J = 8. 8 H z), 8. 54 (1 H, dd, J = 8 8, 2. 9 H z), 9. 09 (1 H, d, J = 2. 9 H z).

[0274] [Example 6_2]

 5-Amino 2- (2,2,2_trifluoro-1-trifluoromethyl ethoxy) Preparation of pyridine

 5_Nitro_2_ (2, 2, 2_trifluoro-1_trifluoromethylethoxy) The title compound was prepared according to the conditions described in Example 2_2 using pyridine (yield 97 <½).

HN MR (CDCI ₃ ) (53. 53 (2 H, brs), 6. 40 (1 H, septet, J = 6.4 Hz), 6. 77 (1 H, d, J = 8.8 H z), 7. 09 (1 H, dd, J = 2. 9, 8.8 H z), 7.60 (1 H, d, J = 2. 9 H z).

[0275] [Example 6_3]

 6_Bromo_5—Amino 1_ (2,2,2_Trifuzoreo 1-Trifluoromethylethoxy) Preparation of pyridine

 2-amino (2-, 2-, 2-trifluoro-1_trifluoromethyl ethoxy) pyridine (2.0 g) was charged with Ν, Ν-dimethylformamide (15 ml) and N_prosuccinic acid 1. 36 g was added at room temperature. After stirring at room temperature for 2 hours, ethyl acetate was added and washed with water. After drying over anhydrous magnesium sulfate, purification by silica gel column chromatography (n-hexane: ethyl acetate = 10.0: 1) gave 2.35 g of the title compound as an oil (yield: 90%) .

HN MR (CDCI ₃ ) (53. 92 (2 H, brs), 6. 23 (1 H, septet, J = 7.4 Hz), 6. 77 (1 H, d, J = 8.3 H z), 7. 1 2 (1 H, d, J = 8.3 H

[Example 6_4] N— [2-Bromo-4- (2, 2, 2-trifluoro-1, 1-trifluoromethylethoxy) monopyridine 1 _yl] 3 — Preparation of nitrobenzamide

The title compound was prepared according to the conditions described in Example 1_2 using 6_bromo_5-aminoamino 2_ (2,2,2_trifuzoreo 1-trifluoromethylethoxy) pyridine. Rate: 92%).

¹ H-NMR (CDCI ₃ ) «56. 3 1 (1 H, septet, J = 5.8 H z), 7. 06 (1 H, d, J = 8.8 H z), 7. 77 ( 1 H, t, J = 8.3 H z), 8. 25-8. 29 (2 H, m), 8. 47 -8. 50 (1 H, m), 8. 77 -8. 8 2 (2 H, m).

 [Example 6_5]

 N— [2-Bromo 4- (2, 2, 2-trifluoro 1-trifluoromethyl ethoxy) monopyridine 3 _yl] 3-Preparation of aminobensamide

N— [2-Bromo-4- (2,2,2-trifluoro-1-ethoxy) monopyridine 1_3] _______________________________________________ conditions described in Example 1_3 using 3_nitrobenzamide. To give the title compound (yield: 8 1

%).

¹ HN MR (CDC I ₃ ) δ 3.90 (2 H, brs), 6. 29

(1 H, s e p t e t, J = 5.9 Hz), 6. 88-6. 9 1

(1 H, m), 7.00 (1 H, d, J = 8.8 Hz), I. 2 1 -7. 32 (3 H, m), 8. 23 (1 H, brs), 8. 85 (1 H, d, J = 8.8 H z).

 [Example 6_6]

 N— [2—Bromo 6- (2, 2, 2-trifluoro 1-trifluoromethyl ethoxy) monopyridine 3 _yl] 3_ (Benzylamino) benzamide (Compound No. 1 _ 387)

N— [2-Bromo-6- (2, 2, 2-trifluoro-1, 1-trifluoromethylethoxy) monopyridine 1 3 _yl] 3-Aminobenzamide and chloride The title compound was prepared according to the conditions described in Example 1_4 using benzoyl (yield: 76%).

¹ H-NMR (CDCI ₃ ) «56.30 (1 H, septet, J = 6.8 H z), 7. 01 (1 H, d, J = 8.8 H z), 7. 49-7 61 (4 H, m), 7. 68 (1 H, dd, J = 1. 0, 7. 8 H z), 7. 88-7. 91 (2 H, m), 7. 9 6- 8. 01 (2 H, m), 8. 26 (1 H, t, J = 1. 9 H z), 8. 33 (1 H, s), 8. 81 (1 H, d, J

= 8.8 H z).

[Example 7 _ 1]

 N-(2_Bromo _6_Methyl _4—Bivaloyloxyphenyl) 3_ Preparation of Nitrobensamide

 Tetrahedron 1 2263-1 2_Bromo 6-methyl according to the conditions described in Example 1-1 using 2_methyl_4_ (bivaloyloxy) aniline synthesized according to the method described on page 2276 (1 995) 4- (Bivaloyloxy) aniline was prepared and the title compound was produced according to the conditions described in 1_2 (yield: 52%).

¹ HN MR (CDCI ₃ ) (5 1. 36 (9 H, s), 2. 36 (3 H, s), 7.00 (1 H, d, J = 2. OH z), 7. 27 ( 1 H, d, J = 2. OH z), 7. 65 (1 H, br.), 7. 74 (1 H, t, J = 8.3 H z), 8. 31 (1 H, dd , J = 1. 5, 6. 3 H z), 8. 44- 8. 47 (1 H, m), 8. 79 (1 H, t, J = 2. OH z).

[0280] [Example 7_2]

 N-(2-Bromo-6-methyl-4-hydroxyphenyl) 3-amino benzamide production

N- (2-Bromo_6_methyl_4-bivaloyloxyphenyl) 3_nitrobenzamide and aqueous sodium hydroxide solution were added to methanol, and the mixture was stirred at 70 ° C for 3 hours. The residue obtained by distilling off the solvent under reduced pressure was dissolved in ethyl acetate. The solution was washed with a 2N aqueous hydrochloric acid solution, dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (n-hexane: ethyl acetate = 1: 1) to give N_ (2-bromo-6_methyl_4-hydroxyphenyl) 3_nitrobenzene. After obtaining the benzamide, the title compound was produced according to the conditions described in Examples 1 to 13 (yield 97%).

[0281] [Example 7_3]

 N-(2-Bromo-4-hydroxy-1-6-methylmonophenyl) 3— (Benzylamino) Preparation of benzamide (Compound No. 1 — 484)

 The title compound was prepared according to the conditions described in Example 1_4 using N- (2-bromo_6_methyl_4-hydroxyphenyl) 3-aminobenzamide (yield 95%).

¹ HN MR (DMS Od ₆ ) δ 2. 1 6 (3 Η, s), 6. 7 2 (1 H, d, J = 2.4 Η ζ), 6. 94 (1 Η, d, J = 2.4 ζ ζ),

7. 50-7. 6 3 (4 Η, m), 7. 7 4 (1 Η, d, J = 8.3 ζ ζ), 7. 9 8-8. 05 (3 Η, m), 8 3 2 (1 Η, s), 9.7 7 (1 Η, s), 9. 8 1 (1 Η, s), 1 0. 4 (1 Η, s).

[0282] [Example 7_4]

 Ν-(2_Bromo_6_Methyl_4_Trifluoromethanesulfoxyphenyl) 3_ (Benzylamino) Preparation of benzamide (Compound No. 1-3 6 9)

 Ν-(2-Bromo-6-methyl-4-hydroxyphenyl) 3- (Benzylamino) benzamide 0.2 g and trifluoromethanesulfonyl anhydride 0.14 g added to pyridine 80 The mixture was stirred at ° C for 7 hours. The residue obtained by distilling off the solvent under reduced pressure was purified by silica gel column chromatography (n-hexane: ethyl acetate = 1: 1) to give 0.08 g of the title compound.

(Yield 3 1%) was obtained.

HN MR (DMS Od ₆ ) δ 2. 3 2 (3 Η, s), 7. 52- 7.63 (5 H, m), 7.76 (1 H, d, J = 7.8 H z), 7. 87 (1 H, d, J = 2. 7 H z), 8.00 ( 2 H, dd, J = 1.5, 7.8 H z), 8. 06 (1 H, d, J = 7.8 H z), 8. 37 (1 H, s), 1 0. 1 8 (1 H, s), 1 0. 47 (1 H, s).

[0283] [Example 7_5]

 N- [2_Bromo _6_Methyl _4_ (p-Toluenesulfonyloxy) phenyl] 3_ (Benzylamino) Preparation of benzamide (Compound Nos. 1 to 485)

 N-(2-Bromo-6-methyl-4-hydroxyphenyl) 3- (Benzylamino) benzamide 0.30 g, 1, 1, 1, 1, 3, 3, 3_hexafluoroisopropyl p- Toluenesulfonate 0.23 g, carbonated lithium 0.13 g, 18—crown mono 6 ether 0.03 g was added to Ν, Ν-dimethylformamide 5 ml and stirred at 70 ° C for 6 hours. . Ethyl acetate 1 O Om I was added and washed with water (50 m I X 2). The organic phase is dried over anhydrous magnesium sulfate, and the solvent is distilled off under reduced pressure, and the resulting residue is purified by silica gel gel chromatography (n-hexane: ethyl acetate = 3: 1). Gave 0.05 g (yield 13%) of the title compound.

1 H NMR (CDCI ₃ ) (5 2. 29 (3 H, s), 2. 48 (3 H, s), 6. 94 (1 H, d, J = 2. 9 ζ ζ), 7.1 4 (1 Η, d, J = 2. 9 ζ ζ), 7.36 (2 Η, d, J = 8.3 ζ ζ), 7. 51 -7. 61 (5 Η, m), 7. 7 1 -7. 77 (3mm, m), 7.88-7.92 (3mm, m), 7.99 (1mm, br.s), 8.28 (1mm, s).

[0284] [Example 8 _ 1]

 Ν-(2, 6-Dimethyl-4-heptafluoroisopropyl) Phenyl 3_Nitrobenzamide

2, 6-Dimethyl-4-heptafluoroisopropylaniline 20. 0 g and pyridine 1 1.0 g were added to tetrahydrofuran 10 Om I and stirred at room temperature. To the resulting solution was slowly added dropwise 13.0 g of 3_nitrobenzoyl chloride dissolved in 20 ml of tetrahydrofuran. After stirring for 10 hours at room temperature, ethyl acetate and water were added to the reaction solution. After performing the liquid separation operation, the organic phase was separated and dried over anhydrous magnesium sulfate. The solution was filtered, the filtrate was collected, the solvent was distilled off under reduced pressure, and the resulting residue was washed with a mixed solvent of hexane and diisopropyl ether to give 26.0 g of the title compound. 85%) as a white solid.

HN MR (CDCI ₃ ) (5 2. 33 (6 H, s), 7. 37 (2 H, s), 7. 68 (1 H, s), 7. 72 (1 H, t, J =

8.1 H z), 8. 28 (1 H, d, J = 8.1 Hz), 8.44 (1 H, dd, J = 1.2, 8.1 Hz), 8. 75 (1 H, t, J = 1.2 Hz)

[Example 8 _ 2]

 N-(2, 6-Dimethyl-4-heptafluoroisopropyl) Phenyl 3-Aminobenzamide

 N-(2,6-Dimethyl-4-Heptafluoroisopropyl) Phenyl 3-Nitrobensamide 0.90 g, Stannous Chloride Anhydride 1. 56 g in ethanol 25 ml and stirred at room temperature Concentrated hydrochloric acid (2 ml) was added to the resulting solution, and the mixture was stirred at 60 ° C for 1 hour. After returning to room temperature, the reaction solution was poured into water and neutralized with carbonic acid. Ethyl acetate was added and insolubles were removed by filtration. The organic phase was separated and dried over anhydrous magnesium sulfate. The solution was filtered, the filtrate was collected, the solvent was distilled off under reduced pressure, and the resulting residue was washed with hexane to give 0.44 g (yield 53%) of the title compound as a white solid. Got as.

HN MR (CDCI ₃ ) (5 2. 34 (6 H, s), 3. 87 (2 H, broad), 6. 86— 6. 89 (1 mm, m), 7. 20— 7.35 ( 6 H, m)

[0286] [Example 8_3] Preparation of N- [2,6-Dimethyl-4- (heptafluoroisopropyl) phenyl] 3- (4-nitrophenylamino) benzamide (Compound No. 5-9)

 N- (2,6-Dimethyl-1-4-heptafluoroisopropyl) Phenyl 3-Aminobenzamide 0.3 g, 4-Bromonitrobenzene 0.18 g, 9, 9-Dimethyl 4,5_bis (Diphenylphosphino) Xanthene 2 1 mg and cesium carbonate 0.29 g were placed in a reaction vessel and stirred at room temperature for 15 minutes under a nitrogen stream. After charging 6 mg of palladium acetate, the mixture was reacted at 90 ° C. for 6 hours under a nitrogen atmosphere. After cooling to room temperature, ethyl acetate was charged and washed with water. After drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure, and the resulting residue was purified by silica gel column chromatography (n-hexane: ethyl acetate = 10: 1 → 8: 2 → 2: 1). The title compound (0.16 g, yield 74 <½) was obtained as yellow crystals.

¹ HN MR (CDC I 3) δ 2.36 (6 H, s), 6. 50 (1

H, b r s), 7. 02 (2 H, d, J = 8.7 H z), 7

38 (2 H, s), 7. 42 (1 H, s), 7. 46 (1

H, d, J = 7.8 H z), 7. 53 (1 H, t, J = 7

8 H z), F. 60 (1 H, d, J = 7.8 H z), 7.9

1 (1 H, b r s), 8. 1 9 (2 H, d, J = 8.7 H z

).

 [Example 9_1]

 N-[3-[(2,6-Dimethyl-4-Heptafluoroisopropylphenyl) Aminocarbonyl] Phenyl] 4_ Production of Chloro-Benzene Sulfonamide (Compound No. 4-6)

To a solution prepared by adding 30 g of N- (2,6-dimethyl-4-heptafluoroloypropyl) phenyl 3-aminobenzamide prepared in Example 8-2 to 5 ml of pyridine, 0.16 g of the mixture was charged and stirred at room temperature for 2 hours. Then add ethyl acetate and pour into ice water It is. The aqueous phase was acidified with concentrated hydrochloric acid, the organic phase was separated, washed twice with a saturated aqueous sodium hydrogen carbonate solution, and dried over anhydrous magnesium sulfate. The residue obtained by distilling off the solvent under reduced pressure was purified by silica gel column chromatography (n-hexane: ethyl acetate = 2: 1) to give 0.30 g of the title compound (yield 70%). Was obtained as a white amorphous.

HN MR (CDCI ₃ ) (5 2. 29 (6 H, s), 7. 32— 7. 39 (6 H, m), 7. 58-7. 66 (6 H, m).

[0288] [Example 1 0 _ 1]

 4-(1, 1, 2, 3, 3, 3 _Hexafluoropropoxy) —Production of nitrobenzene

ρ-nitrophenol 4. 63 g and potassium hydroxide 0.56 _§ in dimethylformamide 1 O Om I were blown with hexafluoropropene at room temperature, then 1 at 50 ° C. Stir for hours. Then, ethyl acetate and water were added, and the organic phase was separated. The organic phase was dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane: ethyl acetate = 20: 1). 42/0) was obtained as a yellow oil.

1 H-NMR (CDCI ₃ ) (5 5. 06 ddt, J 4.0, 1 1.2, 5.2 H z), 7 (2 H, d,

 = 8. 8 H z), 8. 30 (2 H, d = 8. 8 H z)

 [0289] [Example 1 0 2]

 4-(1, 1 2, 3, 3 3 _Hexafluoropropoxy) monoaniline production

 4- (1,1,2,3,3_Hexafluoropropyloxy) The title compound was obtained as an oil according to the conditions described in Example 1-3 using 1-nitrobenzene.

HN MR (CDCI ₃ ) (5 3. 69 (2 Η, brs), 4. 9 6 (1 H, dddd, J = 44.0, 1 1. 2, 1 1. 2, 5.6 H z), 6.64 (2 H, d, J = 8.8 Hz), 6.98 (2 H, d, J = 8.8 Hz).

[0290] [Example 1 0 _ 3]

 2,6_Dibromo-4_ (1, 1, 2, 3, 3, 3_hexafluoropropoxy) —Manufacture of aniline

 The title compound was obtained as an oil according to the conditions described in Example 1-1, using 2 equivalents of N_prosuccinic acid imide.

HN MR (CDCI ₃ ) (5 4. 51 (2 H, brs), 4. 9 6 (1 H, dddd, J = 44.0, 1 1. 2, 1 1. 2, 6. 0 H z) , 7. 30 (2 H, s).

 [0291] [Example 1 0_4]

 N-(2, 6_dibromo 1_ (1, 1, 2, 3, 3, 3_hexafluoro oral propoxy) phenyl) 3_ nitrobenzamide

The title compound was obtained as a solid according to the conditions described in Example 1-2. 1 HN MR (CDCI ₃ ) (5 5. 01 (1 H, brd, J = 4 4. OH z), 7. 52 (1 H, s), 7. 57-7. 78 (2 H, m) , 8. 1 3 (1 H, d, J = 7.6 Hz), 8. 3 2-8. 38 (2 H, m), 8. 65 (1 H, s).

 [0292] [Example 1 0_5]

 N-(2, 6_dibromo 1_ (1, 1, 2, 3, 3, 3_hexafluoro oral propoxy) phenyl) 3-aminoamino amide

The title compound was obtained as a solid according to the conditions described in Examples 1-3. HN MR (DMS 0- d ₆ ) δ 5. 1 8 (2 Η, brs), 6.26 (1 H, brd, J = 44.OH z), 6. 80 (1 H, d, J = 6 4 H z), 7. 1 4 (2 H, t, J = 7.6 Hz), 7. 20 (1 H, s), 7. 63 (2 H, s), 1 0. 1 4 (1 H, s).

[0293] [Example 1 0 _ 6] N-(2, 6_Dibromo 1_ (1, 1, 2, 3, 3, 3 _Hexafluoro oral propoxy) phenyl) 3_ [(2 _Fluo oral benzoyl) amino] Benzamide (Compound No. 2— 8) Manufacture

 The title compound was obtained as amorphous according to the conditions described in Example 1_4.

HN MR (CDCI ₃ ) (5 5. 01 (1 H, brd, J = 4 4.0 0 H z), 7. 23 (2 H, d, J = 8.0 H z), 7. 42 (4 H, t, J = 7.2 Hz), 7.52-7.55 (6 H, m), 7.65 (2 H, d, J = 7.6 Hz), 7. 8 2 ( 4 H, d, J = 8.OH z), 8. 02 (2 H, s), 8. 25 (2 H, s).

[0294] Next, typical preparation examples of the present invention are shown, but the present invention is not limited thereto. In the formulation examples, “parts” means “parts by weight”.

 [0295] [Formulation Example 1]

 Compound 1 _ 1 87 2 parts, Probenazole 10 parts, Wetting agent (Product name: Airroll CT_ 1) 0.5 part, Binder (Nippon Synthetic Chemical Co., Ltd., Gohsenol) ) 3 parts, talc (made by Katsumiyama Mining Co., Ltd., trade name Victor Relite) 1 5 parts, clay (made by Katsumiyama Mining Co., Ltd., trade name SP) 7 1. 5 parts, After adding water, it was molded with an extrusion granulator. The obtained molded product was dried and then sized to obtain granules.

 [0296] [Formulation Example 2]

Compound 1 1 1 87 2 parts, Orizastrobin 5 parts, Wetting agent (Toho Chemical Industry Co., Ltd., trade name Airol CT-1) 0.5 part, Binder (Daiichi Kogyo Seiyaku Co., Ltd.) Product name Serogen 3 parts, Talc (Katsumiyama Mining Co., Ltd., trade name Victor Relite) 1 5 parts, Clay (Katsumiyama Industrial Co., Ltd., trade name SP) 74.5 parts After adding water, it was molded with an extrusion granulator. The obtained molded product was dried and then sized to obtain granules. [0297] [Formulation Example 3]

 Compound 2 _ 1 67 0.5 part, Kasugamycin monohydrochloride 0.2 part, flocculant (manufactured by Sankyo Co., Ltd., trade name Doriles C) 0.3 part, clay (manufactured by Asahi Mineral Co., Ltd., quotient Product name 0—441 0) 50 parts, calcium carbonate (manufactured by Nitto Flour Chemical Co., Ltd., trade name NN # 200) 49 parts were mixed and pulverized with a pin mill to obtain a powder.

 [0298] [Formulation Example 4]

 Compound 1 _ 1 87 0.5 parts, Tricyclazol 1.0 parts, flocculant (manufactured by Sankyo Co., Ltd., trade name Doriles A) 0.3 parts, clay (manufactured by Asahi Mineral Co., Ltd., trade name) O-441 0) 50 parts, calcium carbonate (manufactured by Nitto Flour Chemical Co., Ltd., trade name NN # 200) 48. 2 parts were mixed and pulverized with a pin mill to obtain a powder.

 [0299] [Formulation Example 5]

 0.5 part of compound 1-306, 2.0 parts of flutolanil, flocculant (manufactured by Sankyo Co., Ltd., trade name Doriles A) 0.3 part, clay (manufactured by Asahi Minesue Co., Ltd., trade name 0-4 41 0) 50 parts, calcium carbonate (manufactured by Nitto Flour Chemical Co., Ltd., trade name NN # 200) 47. 2 parts were mixed and pulverized with a pin mill to obtain a powder.

 [0300] [Formulation Example 6]

 Compound 2-1 67 0.5 part, full sulfamide 0.3 part, flocculant (manufactured by Sankyo Co., Ltd., trade name Doriles A) 0.3 part, clay (manufactured by Asahi Mineral Co., Ltd., trade name 0 -441 0) 50 parts, calcium carbonate (manufactured by Nitto Flour Chemical Co., Ltd., trade name Drires A) 48. 9 parts were mixed and pulverized with a pin mill to obtain a powder.

[0301] [Formulation Example 7]

 0.5 parts of compound 1-187, 3.0 parts of fenitrothion, flocculant (manufactured by Sankyo Co., Ltd., Doreres A) 0.3 part, amorphous hydrous silicic acid (manufactured by Degussa Japan Co., Ltd., trade name car) Plex # 80 D) 2. 0 parts, clay (made by Asahi Minesue Co., Ltd., product name 0—441 0) 50 parts, calcium carbonate (manufactured by Nitto Flour Chemical Co., Ltd., trade name NN # 200) 44. Two parts were mixed and pulverized with a pin mill to obtain a powder.

[0302] [Formulation Example 8]

Compound 1_306 5 parts, Imidacloprid 10 parts, Wetting Dispersant (Toho Chemical Industry Co., Ltd., trade name Solpol 3074) 1. 5 parts, Dispersant (Kao Co., Ltd., trade name Demol N) 2.5 parts, Thickener (Kuchiichi Deer Nikka Co., Ltd.) (Product name: Road Pole) 0.08 parts and 80.92 parts of water were mixed, pulverized with a wet pulverizer, and filtered to obtain a flowable agent.

 [0303] [Formulation Example 9]

 Compound 2 _ 1 67 10 parts, pyridaben 15 parts, wetting ■ dispersant (manufactured by Toho Chemical Co., Ltd., trade name Solpol 3074) 2.5 parts, dispersant (manufactured by Kao Corporation, trade name demonstration) 1) N) 3.0 parts, thickener (Made by Kichiichi Deer Nikka Co., Ltd., trade name Road Pole) 0.08 parts and 69.42 parts of water were mixed and then pulverized with a wet pulverizer. The flowable agent was obtained by filtration.

 [0304] [Formulation example 1 0]

 Compound 1 _ 1 87 10 parts, chlorfenapyr 5 parts, wetting ■ dispersant (manufactured by Toho Chemical Industry Co., Ltd., trade name Solpol 3074) 1. 5 parts, dispersant (manufactured by Kao Corporation, trade name Demo 1 N) 2.5 parts, thickener (Made by Kichiichi Deia Nikka Co., Ltd., trade name Road Pole) 0.08 parts and water 80.92 parts were mixed and then pulverized with a wet pulverizer, The flowable agent was obtained by filtration.

 [0305] [Formulation example 1 1]

 Compound 1_306 10 parts, buprofezin 20 parts, wetting agent (manufactured by Toho Chemical Co., Ltd., trade name Solpol 5050) 1.5 parts, dispersant (made by Kao Corporation, trade name Emar) 2. After mixing 5 parts, a dispersant (trade name Demol N, manufactured by Kao Corporation) and 2.0 parts of diatomaceous earth, the mixture was pulverized with a jet mill to obtain a wettable powder.

 [0306] [Formulation Example 1 2]

Compound 2_ 1 67 10 parts, pimetrozine 20 parts, wetting agent (trade name Solpol 5050, manufactured by Toho Chemical Industry Co., Ltd.) 1. 5 parts, dispersant (trade name, Emar, manufactured by Kao Corporation) 2 . 5 parts, dispersant (trade name Demol N, manufactured by Kao Corporation), and 64 parts of diatomaceous earth were mixed, and then pulverized with a jet mill to obtain a wettable powder. [0307] [Formulation example 1 3]

 Compound 1 _ 1 87, 10 parts, fipronil 5 parts, wetting agent (manufactured by Toho Chemical Industry Co., Ltd., trade name Solpol 5050) 2. 0 parts, dispersant (manufactured by Kao Corporation, trade name Emar) 2. 0 parts, a dispersant (trade name Demol N, manufactured by Kao Corporation), 2.0 parts, and 79 parts of diatomaceous earth were mixed, and then pulverized with a jet mill to obtain a wettable powder.

 [0308] [Formulation example 1 4]

 30 parts of isoxathion and dispersing agent (manufactured by Toho Chemical Co., Ltd., trade name Solpol 7290 P) 2.0 parts, amorphous hydrous silicic acid (manufactured by Degussa Japan Co., Ltd., trade name Carplex # 80 D) 25 parts After mixing, 10 parts of Compound 1_306, wetting agent (trade name Solpol 5050, manufactured by Toho Chemical Co., Ltd.) 1. 5 parts, dispersant (trade name: Emar, manufactured by Kao Corporation) 2. 0 parts, dispersant (trade name Demol N, manufactured by Kao Corporation), 2.0 parts, and 27.5 parts of diatomaceous earth were mixed, and then pulverized with a jet mill to obtain a wettable powder.

 [0309] [Formulation example 1 5]

 Compound 2_ 1 67 5 parts, dinotefuran 5 parts, wetting agent (manufactured by Toho Chemical Industry Co., Ltd., Solpol 5050) 2.0 parts, dispersant (manufactured by Kao Corporation, trade name Emeral) 2.0 parts , And 86 parts of diatomaceous earth were mixed and then pulverized with a jet mill to obtain a hydrating agent.

 [0310] Further, in order to clarify that the pesticidal composition of the present invention has an excellent pesticidal effect, test examples are shown below, but the present invention is not limited thereto.

 [0311] [Test Example 1] Insecticidal test against peach beetle

After planting eggplants (variety: Senryoji 2) in a plastic pot with a diameter of 8 cm and a height of 8 cm, and breeding peach aphids, the medicinal solution diluted to a predetermined concentration was thoroughly sprayed onto the foliage. After air drying, the pots were left in the greenhouse, and after 5 days of spraying, the number of aphids parasitic on each eggplant was investigated, and the control rate was calculated according to the following criteria (1 ward, 1 pot, 2 systems). Control rate = 1 00- {(T a XC b) / (T bx C a)} x 1 00

T a: Number of parasites after spraying in the treatment area

 T b: Number of parasites before spraying in the treatment area

 C a: Number of parasites after spraying in the untreated area

 C b: Number of parasites before spraying in the untreated area

The results are shown in Table 9.

H 85]

 Table 9 (1)

 Reagents Control rate

(ppm) (%) Compound 2-1 6 7 + Phase 1 0 0 + 2 5 0 1 0 0 Compound 2-1 6 7 + Mesomil 1 0 0 + 2 5 0 1 0 0 Compound 2-1 6 7 + Etofenprox 1 0 0 + 1 0 0 1 0 0 Compound 2-1 6 7 + Dinotefuran 1 0 0 + 1 0 0 1 0 0 Compound 2— 1 6 7 + Etchipro Monore 1 0 0 + 1 0 0 1 0 0 Compound 2-1 6 7 + Pimetrozin 1 0 0 + 1 0 0 1 0 0 Compound 2— 1 6 7 + Flonicamid 1 0 0 + 1 0 0 1 0 0 Compound 1 1 3 0 6 + Phase 1 1 0 0 + 2 5 0 1 0 0 Compound 1 1 3 0 6 + Mesomil 1 0 0 + 2 5 0 1 0 0 Compound 1 1 3 0 6 + Etofyunprox 1 0 0 + 1 0 0 1 0 0 Compound 1 1 3 0 6 + Dinotefuran 1 0 0 + 1 0 0 1 0 0 Compound 1 3 0 6 + Ethipro monore 1 0 0 + 1 0 0 1 0 0 Compound 1 3 0 6 + Pimetrozine 1 0 0 + 1 0 0 1 0 0 Compound 1 3 0 6 + Furoni Force Mid 1 0 0 + 1 0 0 1 0 0 Compound 1 1 8 '7 + Phase 1 0 0 + 2 5 0 1 0 0 Compound 1 1 8 7 + Mesomil 1 0 0 + 5 0 1 0 0 Compound 1 1 8 7 + Etofenprox 1 0 0 + 1 0 0 1 0 0 Compound 1 1 8 7 + Dinotefuran 1 0 0 + 1 0 0 1 0 0 Compound 1 1 1 8 7 + Etoch. Low, '1 0 0 + 1 0 0 1 0 0 Compound 1 1 8 7 + Pimetrozine 1 0 0 + 1 0 0 1 0 0 Compound 1 1 1 8 7 + Flonicamid 1 0 0 + 1 0 0 1 0 0 Compound 6-8 + Phase 1 0 0 + 2 5 0 1 0 0 Compound 6-8 + Mesomil 1 0 0 + 2 5 0 1 0 0 Compound 6-8 + Etofenprox 1 0 0 + 1 0 0 1 0 0 Compound 6-8 + Dinotefuran 1 0 0 + 1 0 0 1 0 0 Compound 6-8 + Ethipro Monore 1 0 0 + 1 0 0 1 0 0 Compound 6-8 + Pimetrozine 1 0 0 + 1 0 0 1 0 0 Compound 6—8 + Phroni force mid 1 0 0 + 1 0 0 1 0 0 Compound 6-1 2 + Phase 1 0 0 + 5 0 1 0 0 Compound 6-1 2 + Mesomil 1 0 0 + 2 5 0 1 0 0 Compound 6-1 2 + Engineering tofenprox 1 0 0 + 1 0 0 1 0 0 Compound 6— 1 2 + Dinotefuran 1 0 0 + 1 0 0 1 0 0 Table 9 (2)

 Reagents Control rate

 (ppm) (%) Compound 6—1 2 + Ethiprole 1 0 0 + 100 100 Compound 6— 1 2 + Pimetrozine 1 0 0 + 100 100 Compound 6— 1 2 + Flocamide 1 0 0 + 100 100 Compound 2—167 1 0 0 31 Compound 1—306 1 0 0 17 Compound 1—187 1 0 0 24 Compound 6—8 1 0 0 26 Compound 6—12 1 0 0 30 2 5 0 91 Mesomil 2 5 0 90 Etofenprox 1 0 0 92 Dinotefuran 1 0 0 99 Etchipro monore 1 0 0 98 Pimetrozin 1 0 0 96 Flonicamid 1 0 0 97 No treatment 0

[0313] [Test Example 2] Insecticidal test against resistant kingworm

 Cucumber in a plastic pot with a diameter of 8 cm and a height of 8 cm (variety: Sagamihanjiro

) Was planted, and the resistant aphid aphid was bred, and then the medicinal solution diluted to a predetermined concentration was thoroughly sprayed on the foliage. After air drying, leave the pot in the greenhouse and spray

Five days later, the number of aphids parasitic on each cucumber was investigated, and the control rate was calculated according to the following criteria (1 ward, 1 pot, 2 systems).

 Control rate = 1 00- {(T a X C b) / (T b x C a)} x 1 00

 T a: Number of parasites after spraying in the treatment area

 T b: Number of parasites before spraying in the treatment area

 C a: Number of parasites after spraying in the untreated area

 C b: Number of parasites before spraying in the untreated area

 The results are shown in Table 10.

[0314] 86

 Table 10 _

 Reagents Concentration Control rate ppm (%) Compound 2-1 6 7 + Safepheate 1 0 0 + 2 5 0 2 4 Compound 2-1 6 7 + Mesomil 1 0 0 + 2 5 0 2 8 Compound 2-1 6 7 + Etofenprox 1 0 0 + 10 1 0 0 8 8 Compound 2-1 6 7 + Dinotefuran 1 0 0 + 1 0 0 1 0 0 Compound 2 1 1 6 7 + Ethiprole 1 0 0 + 1 0 0 1 0 0 Compound 2-1 6 7 + Pimerosin 1 0 0 + 1 0 0 1 0 0 Compound 2-1 6 7 + Flonicamid 1 0 0 + 1 0 0 1 0 0 Compound 1 1 3 0 6 + Phase 1 1 0 0 + 2 5 0 2 1 Compound 1 1 3 0 6 + Mesomil 1 0 0 + 2 5 0 2 5 Compound 1 1 3 0 6 + Etofenprox 1 0 0 + 1 0 0 8 7 Compound 1 1 3 0 6 + dinotefuran 1 0 0 + 1 0 0 1 0 0 Compound 1 1 3 0 6 + Ethiprole 1 0 0 10 1 0 0 1 0 0 Compound 1 1 3 0 6 + Pytrodine 1 0 0 + 1 0 0 1 0 0 Compound 1 1 3 0 6 + Flonicamid 1 0 0 + 1 0 0 1 0 0 Compound 1 1 1 8 7 10 Case 1 0 0 + 2 0 0 1 8 Compound 1 1 1 8 7 + Mesomil 1 0 0 + 2 5 0 2 1 Compound 1 1 1 8 7 + Etofenprox 1 0 0 + 1 0 0 8 6 Compound 1 1 1 8 7 + Dinotefuran 1 0 0 + 1 0 0 1 0 0 Compound 1 1 8 7 + Ethiprole 1 0 0 + 1 0 0 1 0 0 Compound 1 1 1 8 7 + Pymetrozine 1 0 0 + 1 0 0 1 0 0 Compound 1 1 1 8 7 10 Flonicamid 1 0 0 + 1 0 0 1 0 0 Compound 2-1 6 7 1 0 0 1 8 Compound] ― 3 0 6 .1 0 0 1 5 Compound 1 1 1 8 7 1 0 0 1 3 Phasehate 9 5 0 0 Mesomil 2 5 0 8 Etofenprox 1 0 0 7 5 Dinotefuran 1 0 0 9 7 Ethiprole 1 0 0 9 6 Pymetrozine 1 0 0 9 3 Flonicamid 1 0 0 9 5 No treatment 0

[0315] [Test Example 3] Insecticidal test against Himetobin force

 After spraying the seedlings (variety: Koshihikari) with the chemical solution diluted to the prescribed concentration, air-dried, and put it in a glass test tube with a diameter of 3 cm and a height of 10 cm with water. Put it in and plug it in. After 6 days of treatment, the number of survivors was investigated, and the mortality rate was calculated (10 heads, 2 heads, 2 units). The results are shown in Table 11.

[031 6] E 87] Table 1 1 (1)

 Reagents Concentration Death rate

(ppm) (%) Compound 2-1 67 + Etofenprox 1 00+ 2 5 100 Compound 2-1 67 + Phenylophione Thion 1 00+ 1 00 100 Compound 2-1 67 + Shiranovolefen 1 00 + 2 5 100 Compound 2-1 67 + Dinotefuran 1 00 + 5 100 Compound 2— 1 67 + Buprofezine 1 00 + 2 5 100 Compound 2 1 67 Pimetrozin 1 00 + 2 5 100 Compound 2 — 1 67 + Ethiprole 1 00 + 2 5 100 Compound 2-1 67 + Phroni Force Mid 1 100 + 2 0 100 Compound 1 1 3 06 + Etofenprox 1 00 + 2 5 100 Compound 1 1 3 06 + Fuunitrothion 1 00+ 1 00 100 Compound 1 1 3 06 + Shirafu Furu 1 00 + 2 5 100 Compound 1 3 06 + Dinotefuran 1 00 + 5 100 Compound 1 3 06 + "Zufu. Mouth Huezin 1 00 + 2 5 100 Compound 1 3 06 + Pimetrozine 1 00 + 2 5 100 Compound 1 3 06 + Ethipro Monore 1 00 + 2 5 100 Compound 1 3 06 + Phlonamide 1 00 + 2 0 100 Compound 1 1 87 + Ethofenprox 1 00 + 2 5 100 Compound 1 1 87 + Phytorothion 1 00+ 1 00 1 00 Compound 1 1 1 87 + Shirafunole Fen 1 00 + 2 5 100 Compound 1 1 87 + Dinotefuran 1 00 + 5 100 Compound 1 1 1 87 + Buprofezin 1 00 + 2 5 100 Compound 1 1 1 87 + Pimetrozine 1 00 + 2 5 100 Compound 1 1 87 + Ethipro Monore 1 00 + 2 5 100 Compound 1 1 1 87 + Froni force 1 00 + 2 0 1 00 Compound 6—9 + Etop. Enprox 1 00 + 2 5 100 Compound 6—9 + Hue Nitto 1 00+ 1 00 100 Compound 6—9 + Shirafunole Fen 1 00 + 2 5 100 Compound 6- 9 + dinotefuran 1 00 + 5 100 compound 6-9 + buprofezin 1 00 + 2 5 100 compound 6— 9 + pimetrozine 1 00 + 2 5 1 00 compound 6— 9 + ethipro monore 1 00 + 2 5 100 compound 6—9 + Flonicamid 1 00 + 2 0 100 Table 1 1 (2)

 Reagents Concentration Death rate

 (ppm) (%) Compound 2— 1 6 7 1 0 0 1 0 Compound 1—3 0 6 1 0 0 1 0 Compound 1 1 8 7 1 0 0 5 Compound 6-9 1 0 0 1 0 Engineering Tofenprox 2 5 9 5 Hue Nitrochi 1 0 0 8 5 Silafno Leon 2 5 9 5 Dinotefuran 5 9 5 Buprofin 2 5 9 5 Pimetrozin 2 5 9 5 Etchipro Monore 2 5 9 0 Floamide 2 0 9 5 No treatment 0

[Test Example 4] Insecticidal test against urticae

Fill a plastic cup with a diameter of 8 cm with water, cover with a hole with a diameter of 1 cm, place absorbent cotton on the top of the lid, hang it underwater from the lid, and make sure that the absorbent cotton is always moistened by capillary action did. A leaf disk with a diameter of 2 cm was made with fresh kidney beans and placed on the absorbent cotton, and 4 adult females of Namihada were inoculated there. The next day, after removing the female adults, the number of eggs laid was investigated, and a chemical solution prepared to a predetermined concentration was sprayed using a vertical sprayer. After spraying, it was placed in a constant temperature room at 25 ° C, and after 6 days of spraying, the number of hatched larvae surviving on the leaf disk was investigated, and the hatched larvae rate was calculated (1 drug, 1 concentration, 2 consecutive). The results are shown in Table 12.

[Table 88]

 Table 1 2

 Reagent concentration Concentration of hatched larvae

 (ppm) (%) Compound 2-1 6 7 + Pyridaben 5 0 + 2 3 9 Compound 2— 1 6 7 + Acequinosyl 5 0 + 5 2 7 Compound 2— 1 6 7 + Fenbudium tin oxide 5 0 + 2 5 3 8 Compound 2— 1 6 7 + Spirodiclofen 5 0 + 3 4 7 Compound 2-1 6 7 + Etoxazole 5 0 + 0. 1 3 0 Compound 2-1 6 7 + Bifenazate 5 0 + 5 5 5 Compound 2 — 1 6 7 + Milbemectin 5 0 + 5 1 2 Compound 1 1 3 0 6 + Pyridaben 5 0 + 2 4 1 Compound 1 1 3 0 6 10-Acequinosyl 5 0 + 5 2 9 Compound 1 1 3 0 6 + Oxidation Fembu Yustan 5 0 + 2 5 4 1 Compound 1 1 3 0 6 + Spirodiclofen 5 0 + 3 4 8 Compound 1 1 3 0 6 + Etoxazole 5 0 + 0 .1 3 2 Compound 1 1 3 0 6 + Biphenase 1 1 5 0 + 5 5 8 Compound 1 1 3 0 6 + Milbemectin 5 0 + 5 1 5 Compound 1 1 1 8 7 + Pyridaben 5 0 + 2 4 0 Compound 1 1 1 8 7 + Acequinosyl 5 0 10 5 2 9 Compound 1 1 1 8 7 + Fembu oxide tin 5 0 + 2 5 4 0 Compound 1 1 1 8 7 + Spirodiclofen 5 0 + 3 4 7 Compound 1 1 1 8 7 + Etoxazole 5 0 + 0. 1 3 1 Compound 1 1 1 8 7 + Biphenylase 5 0 + 5 5 7 Compound 1 1 1 8 7 + Milbemectin 5 0 + 5 1 2 Compound 2— 1 6 7 5 0 7 5 Compound 1 1 3 0 6 5 0 8 0 Compound 1 1 1 8 7 5 0 7 6 Pyridaben 2 4 8 Acequinosyl 5 2 9 Fentabutene oxide 2 5 4 2 Spirodiclofen 3 5 0 Etoxazole 0.1 3 3 Biphenase-to 5 6 0 Milbemectin 5 1 8 Untreated section ― 8 8

[Test Example 5] Control test of Himetobinka and Kobuno-meiga by applying rice seedling boxes

Rice (cultivar: Nipponbare) cultivated in a seedling box was treated with 50 g of granule per box and transplanted to Honda. As for the control effect against Himetobin force, the number of parasites was investigated for each 30 strains 40 and 60 days after transplantation, and as for the control effect against corn borer, the number of damaged leaves was investigated for each 100 strains 50 days after transplantation. And calculate the leaf damage rate I put it out. The results are shown in Table 13.

[031 9] [Table 89]

 Table 1 3

 Reagents Dosage Number of infestations /, 30 shares Damaged leaf rate Days after spraying

 (V gai / box) 4 0 曰 6 0 曰 (%) Compound 6-8 + Imidaclopri K 5 10 1 0 5 0 .3 0 Compound 6-8 + Benfracanolev 5 + 2.5 1 2 3 0 0.25 Compound 6—8 + dinotefuran 50 1 0 7 0 .2 0 Compound 6—8 + fipronil 50 1 3 6 0 .1 7 Compound 6—8 + spinosad 5 + 0 .3 7 5 5 0 8 0 0 .1 7 Compound 6—8 + Pimetrozine 5 + 1.5 2 1 3 2 0 .3 1 Compound 6— 1 2 + Immediate Pride. 5 + 1 0 4 0.2 8 Compound 6— 1 2 + Benfuracarb 50 2.5 2.5 1 1 2 6 0. 2 4 Compound 6— 1 2 + Dinotefuran 5 + 1 0 4 0 .2 0 Compound 6— 1 2 + Fiproninole 50 50 1 1 5 0. 1 6 Compound 6— 1 2 + Spinosad 5 + 0. 3 7 5 5 6 8 5 0. 1 8 Compound 6— 1 2 + Pimetrozine 5 + 1.5 5 1 7 3 2 0. 3 1 Compound 6—8 5 7 0 1 3 4 0 .3 9 Compound 6—1 2 5 6 6 1 2 4 0 .3 3 Imidacloprid '1 0 9 1 .6 6 Benfracanolev 2.5 1 2 3 1 1 3 1 Dinotefuran 1 0 5 0. 3 8 Fiproninole 1 3 8 0 .2 0 Spinosad 0.37 5 S 0 1 2 6 0 .2 0 Pime rosin 1.5 2 0 3 8 1 .6 0 Untreated zone 9 5 1 4 2 1. 6 7

[Test Example 6] Insecticidal test against Drosophila larvae

 The cabbage cut leaves are soaked for 30 seconds in a chemical solution diluted to the prescribed concentration, air-dried, placed in a plastic container with a diameter of 9 cm, and 10 larvae of 2 larvae are inoculated and placed in a constant temperature room at 25 ° C. Left to stand. Six days after the treatment, the number of surviving insects was examined and the death rate was calculated (10 heads, 2 heads, 2 units). The results are shown in Table 14.

[0320] H 90]

 Table 14 (1)

 Reagents Concentration Death rate

 ^ p p

Compound 2 1 6 7 + Ethofenprox 3 + 3 8 0 Compound 2 1 6 7 + Dinotefuran 3 + 3 8 0 Compound 2 1 6 7 + Fipronil 3 + 0.5 8 5 Compound 2 1 6 7 + Spinosad 3 + 0 1 8 5 Compound 2 1 6 7 + Fenpyroximate 3 + 5 0 6 0 Compound 2 1 6 7 + Isoxathion 3 + 3 0 9 0 Compound 2 1 6 7 + Flubenamide 3 + 0. 1 9 0 Compound 2 1 6 7 + Compound 3 0 0 6 3 + 0. 0 3 8 0 Compound 2 1 6 7 + Lepimectin 3 + 0. 0 0 3 8 0 Compound 1 3 0 6 + Etofenprox 3 + 3 7 0 Compound 1 3 0 6 + Dinotefuran 3 + 3 7 0 Compound 1 3 0 6 + Fipronil 3 + 0. 5 8 5 Compound 1 3 0 6 + Spinosad 3 + 0. 1 8 0 Compound 1 3 0 6 + Fenpyroxime 1 3 + 5 0 6 0 Compound 1 3 0 6 + Isoxathion 3 + 3 0 8 5 Compound 1 3 0 6 + Flubenamide 3 + 0. 1 8 5 Compound 1 3 0 6 + Compound 3 0 0 6 3 + 0. 0 3 7 0 Compound 1 3 0 6 + Lepimectin 3 + 0. 0 0 3 8 0 Compound 1 1 8 70thetofenprox 3 + 3 8 0 Compound 1 1 8 7 + Dinotefuran 3 + 3 7 5 Compound 1 1 8 7 Ten fiproninore 3 + 0.5 8 0 Compound 1 1 8 7 Ten spinosad 3 + 0. 1 8 5 Compound 1 1 8 7 + Fenpyroximate 3 + 5 0 7 0 Compound 1 1 8 7 10 Soxathione 3 + 3 0 8 5 Compound 1 1 8 7 + Flubenamide 3 + 0. 1 8 5 Compound 1-1 8 7 + Compound 3 0 0 6 3 + 0. 0 3 8 0 Compound 1 1 8 7 + Levimethatin 3 + 0. 0 0 3 7 5 Table 14 (2)

Reagents Concentration Death rate

1.ppm (%) Compound 1 1 1 5 9 + Ethofenprox 3 + 3 6 0 Compound 1 1 1 5 9 + Dinotefuran 3 + 3 6 5 Compound 1 1 1 5 9 + Fipronil 3 + 0.57 0 Compound 1 1 1 5 9 + Spinosad 3 + 0. 1 7 5 Compound 1 1 1 5 9 + Fenpyroximate 3 + 50 6 0 Compound 1 1 1 5 9 + Isoxathione 3 + 30 6 5 Compound 1 1 5 9 + full pendium 3 + 0. 1 6 0 Compound 1-1 5 9 + Compound 3 00 6 3 + 0. 0 3 5 5 Compound 1 1 5 9 + Lepimectin 3 + 0 ■ 0 0 3 6 0 Compound 2— 1 5 9 + Etofampro 'Knox 3 + 3 6 5 Compound 2-1 5 9 + Dinotefuran 3 + 3 6 5 Compound 2-1 5 9 + Fipronil 3 + 0. 5 7 5 Compound 2-1 5 9 + Spinosad 3 + 0. 1 8 0 Compound 2— 1 5 9 + Fenpyroximate 3 + 50 6 0 Compound 2-1 5 9 + Isoxathione 3 + 30 7 0 Compound 2— 1 5 9 + Flupentamide 3 + 0. 1 6 0 Compound 2- 1 5 9 + Compound 3 00 6 3 + 0. 0 3 5 5 Compound 2-1 5 9 + Mectin 3 + 0 ■ 0 0 3 6 5 Compound 2-1 6 3 + Ethofenprox 3 + 3 7 0 Compound 2-1 6 3 + Dinotefuran 3 + 3 6 5 Compound 2-1 6 3 + Fipronil 3 + 0 ■ 5 8 0 Compound 2-1 6 3 + Spinosad 3 + 0. 1 8 5 Compound 2— 1 6 3 + Fenpyroximate 3 + 50 6 5 Compound 2-1 6 3 + Isoxathione 3 + 30 7 0 Compound 2— 1 6 3 + full pen amide 3 + 0. 1 6 5 Compound 2-1 6 3 + Compound 3 00 6 3 + 0 ■ 0 3 6 5 Compound 2-1 6 3 + Lepimectin 3 + 0. 0 0 3 7 0 Compound 4 1 + Ethofenprox 3 + 3 5 5 Compound 4 1 + Dinotefuran 3 + 3 6 0 Compound 4 1 + Fiprole 3 + 0. 5 7 0 Compound 4 1 + Spinosad 3 + 0. 1 7 5 Compound 4 1 + Fenpyroximate 3 + 50 6 5 Compound 4 1 + Isoxathione 3 + 30 4 5 Compound 4 1 + Flupene Diamide 3 + 0 ■ 1 7 5 Compound 4 1 + Compound 30 0 6 3 + 0 ■ 0 3 6 0 Compound 4 1 + Lepimectin 3 + 0. 0 0 3 6 5 Table 14 (3)

 Reagents Concentration Death rate

 (ρ ρ m) (%) Compound 5—9 + Etofenprox 3 + 3 5 5 Compound 5—9 + Dinotefuran 3 + 3 60 Compound 5-9 Ten fipronil 3 + 0.5 7 0 Compound 5—9 + Spinosa 3 + 0 .1 7 0 Compound 5 — 9 + Fenpyroxime 3 + 5 0 6 5 Compound 5— 9 + Isoxathione 3 + 3 0 4 0 Compound 5 — 9 + Flubenzami 3 + 0. 1 7 5 Compound 5 — 9 + Compound 3 0 0 6 3 + 0. 0 3 5 5 Compound 5 — 9 + Lepimectin 3 + 0. 0 0 3 6 0 Compound 2 1 6 7 3 6 5 y compound 1 3 0 6 3 5 5 y compound 1 1 8 7 3 5 5 y compound 1 1 5 9 3 4 0 y compound 2— 1 5 9 3 4 5 Compound 2— 1 6 3 3 5 5 Compound 4 1 3 3 0 Compound 5—9 3 2 5 Ethofyunprox 3 4 5 Dinotefuran 3 4 5 Fiproni 0.5 5 5 5 Spinosa 0.1 0.1 6 5 Fenpyroximate 5 0 5 Soxathione 3 0 6 5 Flupendiene 0.1 6 5 Compound 3 0 0 6 0. 0 3 4 5 Lepimectin 0. 0 0 3 5 5 Untreated-0 [Test Example 7] Double-strength insect killing test and rice blast control test using rice seedling boxes

Rice (cultivar: Koshihikari) cultivated in a nursery box was treated with a prescribed amount of granules, and then 4 plants were transplanted in 1/500 0 0 a pots for 4 pots. 2Pot treatment 1 After 4 days, cut the foliage and cut it together with 2 larvae 2nd instar larvae 10 They were placed in a plastic cup (diameter 10 cm, height 10 cm), and the mortality rate was investigated 4 days later (double regime). The other 2 pots were placed in an artificial room (setting conditions: 25 ° C, 12 hours light / dark cycle) 30 days after treatment and sprayed with the rice spore suspension. The weather chamber was kept in a high humidity, and after 7 days, the number of blast spots was investigated, and the control value was calculated using the following formula (double system). The results are shown in Table 15.

Control value = (1 number of lesions in one treatment area / number of lesions in no treatment area) X 1 0 0

E91]

15 tables

Reagents, treatment medicines, two camera blasts

(gai / box) Mortality (%) Control value Compound 6—80 probenazore 50 50 1 2 100 100 Compound 6—80 Digg mouth cicette 50 1.5 5 100 100 Compound 6—10 Orisast mouth bottle 50 50 3. 5 100 100 Compound 6 8 10 Tricyclazole 50 50 2 100 100 Compound 6 8 10 Isoprothiolane 50 60 6 100 100 Compound 6—8 10 Isothianyl 50 50 1 100 100 Compound 6 8 Ten Compound 3000 50 15 5 100 100 Compound 6 8 Ten Compound 3001 50 Ten 1 5 100 100 Compound 6 8 Ten Compound 3002 Five Ten 1 5 100 100 Compound 6 eight Ten Compound 3003 Five Ten 7. 5 100 100 Compound 6— Ten Ten Compound 3004 50 Ten 7.5 5 100 100 Compound 6 8 Ten Compound 3005 50 Ten 75 5 100 100 Compound 6 12 Ten Probe Zonor 50 1 2 100 100 Compound 6—12 Thousand Dimmed Cimette 50 1. 5 100 100 Compound 6—Twelve Orissac Mouth Bottles 50 3.5 5 100 100 Compound 6—12 Ten Tricyclazole 50 Two 100 100 Compound 6—12 Tensoprothiolane 50 6 100 100 Compound 6—12 Tensothianyl 50 Ten 1 100 100 Compound 6—12 Ten Compound 3000 5 +1 5 100 100 Compound 6—12 Ten Compound 3001 5 +1 5 100 100 compound 6-6 12 compound 3002 5 +1 5 100 100 compound 6-12 compound 3003 500 50 7.5 100 100 compound 6-12 compound 3004 500 7.5 5 100 100 Compound 6—12 Ten Compound 3005 50 Ten 75 5 100 100 Compound 6 8 5 100 3 Compound 6 12 5 100 5 Probe Nazole 1 2 5 95 Digg Cimette 1.5 5 93 Mouth bottle 3.5 5 96 Tricyclazole 2 5 95 Isoprothiolane 6 0 92 Isothianyl 1 0 98 i Compound 3000 1 5 0 100 Compound 3001 1 5 5 100 Compound 3002 1 5 0 100 Compound 3003 7. 5 5 100 i compound 3004 7. 5 5 100 i compound 3005 7. 5 0 100 No treatment 5 0 [0323] [Test Example 8] Ichimon disseri and rice blast control test in rice

 Transplantation (mid-May) A predetermined concentration of powder was sprayed on rice (variety: Koshihikari) after 70 days. Before spraying, the leaves that had been infested with Ichimongiseseri were removed, and the number of insects was examined for 100 strains in each group 20 days after spreading. In addition, a blast disease seedling was established at the center of each ward 10 days before spraying, and after 30 days of spraying, the number of ear blasts was investigated for 20 strains in each ward, and the control value was calculated using the following formula. did. The results are shown in Table 16.

 Degree of damage a: Onset of head neck b: Onset of branch stem 1/3 or more c: Onset of branch stem 1/3

Degree of damage = disease incidence of a + disease incidence of b X 0. 6 6 + _£ ; disease incidence of 0.2 6 6 Control value = (1 degree of damage in one treatment area / degree of damage in no treatment area) X 1 0 0

[0324]

[Table 92]

1 6 Table (1)

Number of insects Blast disease (head Z 1 0 0 strain) Control value Compound 2— 1 6 7 10 husalide 2 0 10 1 0 0 0 1 0 0 Compound 2— 1 6 7 + Kasugamycin 2 0 + 9 0 1 0 0 Compound 2— 1 6 7 10 phenoxanyl 2 0 10 4 0 0 1 0 0 Compound 2— 1 6 7 10 tech phthalam 2 0 10 4 0 0 1 0 0 Compound 2— 1 6 7 + Tricyclazole 2 0 + 3 0 0 1 0 0 Compound 2-1 6 710 iprobenphos 2 0 10 9 0 0 1 0 0 Compound 2-1 6 70 Compound 3 0 0 0 2 0 10 1 5 0 0 0 1 0 0 Compound 2-1 6 70 Compound 3 0 0 1 2 0 + 10 5 0 0 0 1 0 0 Compound 2— 1 6 7 + Compound 3 0 0 2 2 0 + 1 5 0 0 0 1 0 0 Compound 2— 1 6 7+ Compound 3 0 0 3 2 0 10 5 0 0 0 1 0 0 Compound 2-1 6 7 + Compound 3 0 0 4 2 0 + 5 0 0 0 1 0 0 Compound 2-1 6 7 + Compound 3 0 0 5 2 0 + 5 0 0 0 1 0 0 Compound 1 3 0 6 10 Fusalide 2 0 10 1 0 0 0 1 0 0 Compound 1 3 0 6 + Kasugamycin 2 0 + 9 0 1 0 0 Compound 1 3 0 6 + Funoxanil 2 0 + 4 0 0 1 0 0 Compound 1 3 0 6 Phthalam 2 0 10 4 0 0 1 0 0 Compound 1 3 0 6 + Tricyclazole 2 0 + 3 0 0 1 0 0 Compound 1 3 0 60 Tenprobenphos 2 0 Ten 9 0 0 1 0 0 Compound 1 3 0 60 Ten Compound 3 0 0 0 2 0 tens 1 5 0 0 0 1 0 0 Compound 1 3 0 6 + Compound 3 0 0 1 2 0 + 1 5 0 0 0 1 0 0 Compound 1 3 0 6 Ten Compound 3 0 0 2 2 0 Ten 1 5 0 0 0 1 0 0 Compound 1 3 0 6 + Compound 3 0 0 3 2 0 + 5 0 0 0 1 0 0 Compound 1 3 0 6 + Compound 3 0 0 4 2 0 + 5 0 0 0 1 0 0 Compound 1 3 0 6 Ten Compound 3 0 0 5 2 0 Ten 5 0 0 0 1 0 0 Compound 1 1 8 7 + Fusalide 2 0 + 1 0 0 0 1 0 0 Compound 1 1 8 7 Ten Kasugamycin 2 0 Ten 9 0 1 0 0 Compound 1 1 8 7 Ten Phenoxanyl 2 0 Ten 4 0 0 1 0 0 Compound 1 1 8 7 + Tech Phtalam 2 0 + 4 0 0 1 0 0 Compound 1 1 8 7 Ten Tricyclazole 2 0 Ten 3 0 0 1 0 0 Compound 1 1 8 7 + Iprobenphos 2 0 + 9 0 0 1 0 0 Compound 1 1 8 7 + Compound 3 0 0 0 2 0 + 1 5 0 0 0 1 0 0 Compound 1 1 8 7 Ten compounds 3 0 0 1 2 0 10 1 5 0 0 0 1 0 0 Compound 1 1 8 7 + Compound 3 0 0 2 2 0 + 1 5 0 0 0 1 0 0 Compound 1 1 8 70 Ten Compound 3 0 0 3 2 0 Ten 5 0 0 0 1 0 0 Compound 1 1 8 Seventy Compound 3 0 0 4 2 0 10 5 0 0 0 1 0 0 Compound 1 1 8 7 + Compound 3 0 0 5 2 0 + 5 0 0 0 1 0 0 Table 1 6 (2)

 Reagents Number of insects Rice blast

 (gal 0 a) (Head, 1 0 0 strain) Control value Compound 2-1 6 7 2 0 2 0 Compound 1 3 0 6 2 0 1 3 Compound 1 1 8 7 2 0 1 3 Husalide 1 0 0 1 6 0 9 5 Sugamycin 9 1 5 5 9 3 Phenoxal 4 0 1 6 3 9 0 Tech mouth phthalam 4 0 1 5 8 8 5 Tricyclazole 3 0 1 6 0 1 0 0 Iprovenfos 9 0 1 5 9 9 5 Compound 3 0 0 0 1 5 0 0 1 6 1 9 3 Compound 3 0 0 1 1 5 0 0 1 5 9 9 6 Compound 3 0 0 2 1 5 0 0 1 6 1 8 9 Compound 3 0 0 3 5 0 0 1 5 6 9 5 Compound 3 0 0 4 5 0 0 1 6 3 9 6 Compound 3 0 0 5 5 0 0 1 6 1 9 5 Untreated 1 6 6 0

[0325] [Test Example 9] Ichimon dissely and blight control test of rice

 Transplantation (mid-May) A predetermined amount of powder was sprayed on rice (variety: Koshihikari) 70 days after transplantation. Before spraying, the leaves that had been infested with Ichimongiseseri were removed, and the number of insects was examined for 100 strains in each group 20 days after spreading. In addition, rice seed blight fungi cultured in a culture medium 7 days before spraying were inoculated to the plant stock, and after 30 days of spraying, the diseased strains were investigated for 100 strains in each group and the disease-causing strain rate was calculated. The results are shown in Table 17

[0326] [Table 93]

 Table 17

 Reagents Treatment dose Number of insects Disease strain rate

 (gai / 1 0 a) (Head 1 0 0 strain) (%) Compound 2— 1 6 7 + Flutolanil 2 0 + 8 0 0 0 Compound 2 — 1 6 7 + Dichromedin 2 0 + 48 0 0 Compound 2— 1 6 7 + Pencyclone 2 0 + 6 0 0 0 Compound 2-1 6 7 + Frametopil 2 0 + 2 0 0 0 Compound 1-3 0 6 + Flutolanil 2 0 + 8 0 0 0 Compound 1 1 3 0 6 + Dichromedin 2 0 + 48 0 0 Compound 1-3 0 6 + Pencyclone 2 0 + 6 0 0 0 Compound 1 1 3 0 6 + Flamen Pyl 2 0 + 2 0 0 0 Compound 1 1 1 8 7 + Flutolanil 2 0 + 8 0 1 0 Compound 1 1 1 8 7 + Dichromedin 2 0 + 48 0 0 Compound 1-1 8 + Pensicum 2 0 + 6 0 0 0 Compound 1 1 1 8 7 + Frametopil 2 0 + 2 0 0 0 Compound 2 _ 1 6 7 2 0 1 9 5 Compound 1 1 306 2 0 2 96 Compound 1 1 1 8 7 20 2 9 5 Flutolanil 8 0 1 5 5 1 Diclomedin 48 1 6 0 2 Pencyclone 6 0 1 6 3 3 Frametopil 2 0 1 6 2 1 Untreated zone 1 6 0 9 7

[0327] [Test Example 1 0] Pears

 1 A 7-year-old pear (variety: Hosui) was sprayed with a sufficient amount of the drug prepared at the prescribed concentration (early June). After 40 days of spraying, the number of fruits damaged by Nashihime Shinkui was investigated for all fruits in the ward, and the rate of damage was calculated. In addition, after 14 days of spraying, we investigated the incidence of scab on any 200 leaves in the ward, and calculated the severity using the following formula. The results are shown in Table 18.

 Disease severity = ∑ (Number of diseased leaves by index X index) X 1 00 / (Number of leaves surveyed X 5) Index: (0: No disease, 1: 1 to 3 lesions, 3: 4 to 7 lesions) Pieces, 5: more than 8 lesions)

[0328] E 94] Table 1 8

 Reagents Treatment concentrations Nashihimeshi Nuku Black scab

 (P m Damage fruit rate (%) Disease severity Compound 2-1 67 + Pentiopyrad 50 + 75 1. 8 2. 2 Compound 2-1 67 + Cimeconazole 50+ 100 1. 3 3.5 5 Compound 1— 306 + Pentiopyrad 50 + 75 2. 2 3. 1 Compound 1 306 + Cimeconazole 50+ 100 1. 3 3. 5 Compound 1— 1 87 + Pentopyrado 50 + 75 2. 3 2. 5 Compound 1 1 87 + Cimeconazole 50+ 100 1. 3 3. 5 Compound 2- 1 67 50 2. 5 52.5 Compound 1 -306 50 2. 0 53. 0 Compound 1-1 87 50 2. 6 5 1. 3 Pentopyradorad 75 20. 0 2.8 Shimekonazo Monore 100 21. 1 3. 5 Untreated 21. 0 51. 8 [Test Example 1 1] Cucumber urinary moth insecticide test and powdery mildew control test Cucumber cultivated in greenhouse (variety: Sagami Sprinkle a sufficient amount of the medicine prepared to the specified concentration on half white) 7 days after spraying, 1 leaf is cut out and placed in a plastic cup (diameter: 10 cm, height: 10 cm) with 5 larvae of 2 larvae. Dead after 4 days In addition, powdery mildew fungi on the diseased leaves of cucumber that had been diseased one day after spraying were uniformly inoculated with a paint brush and inoculated 10 days later. The area occupied by lesions was investigated according to the following index, and the control value was calculated from the average disease severity of each ward using the following formula (double system).

 Disease severity 0: No lesion

 1: The lesion area is 5% or less

 2: Disease area is 6-25%

 3: The lesion area is 26-50%

 4: Spot area is 51% or more

Control value = (1 Average disease severity in 1 treatment area / Average disease severity in no treatment area) X 1 00 [Table 95]

Table 19

 Reagents Treatment concentration Urinomeiga メ イ donko pattern

 (P pm) Mortality (% :) Control value Compound 2-1 67 + Pentiopyrad 1 0+ 3. 1 5 1 00 100 Compound 2-1 67 + Shimekonazo Monore 1 0+ 3. 1 5 1 00 100 Compound 1— 306 + Penthiopyrad 1 0+ 3. 1 5 1 00 100 Compound 1 306 + Simeconazo Monore 1 0+ 3. 1 5 1 00 100 Compound 1 1 87 + Penthiopyrad 1 0+ 3. 1 5 1 00 100 Compound 1 1 87 + Cimeconazole 1 0+ 3. 1 5 1 00 100 Compound 1 1 59 + Penthiopyrad 1 0+ 3. 1 5 1 00 100 Compound 1— 1 59 + Cimeconazole 1 0+ 3. 1 5 1 00 100 Compound 6—1 2 + Pentiovirad 1 0+ 3. 1 5 1 00 100 Compound 6—1 2 + Cimeconazole 1 0+ 3. 1 5 1 00 100 Compound 2— 1 67 10 90 0 Compound 1 -306 1 0 1 00 0 Compound 1-1 87 1 0 90 0 Compound 1-1 59 10 90 0 Compound 6- 1 2 1 0 1 00 0 Penthiopyrad 3. 1 5 0 90 Simeconazo Monore 3. 1 5 0 90 Untreated 0 0 [Test Example 1 2] Cabalaga and clubroot control laboratory by cabbage soil treatment A fixed amount of powder was mixed with the soil, and cabbage (variety: seasonal harvest) grown with cell seedlings was planted. Seven days after the treatment, the number of strains damaged by Cabraga was investigated, and the ratio of damaged strains was calculated. In addition, 60 days after the treatment, the strains were extracted, and the incidence of clubroot was investigated according to the degree, and the control value was calculated from the average severity of each district using the following formula. The results are shown in Table 20.

 Severity 0: Does not recognize root-knot formation

 1: Root humps grow on roots of 1 to less than 25% of the whole root system

2: Root bumps grow on less than 25-50% of the root system ing

 3: Root bumps grow on less than 50-75% of the root system

 4: Root bumps are growing on more than 75% of the root system. Control value = (1—average disease severity in treated area / average disease intensity in untreated area) X 1 00 almost 96]

 Table 20

 Reagents Treatment doses Power braga root-knot disease

 (gai / 1 0 a) Damaged strain rate () Control value Compound 2— 1 6 7 + Fursulfa S 1 10 0 0 +6 0 0. 0 9 6 Compound 1— 306 + Fullsulfuride intermediate '1 0 0 +6 0 0. 0 9 5 Compound 1 1 1 8 7 10 Full Sulfur 7 Mid 1 0 0 + 6 0 0. 0 9 7 Compound 2-1 6 7 1 0 0 3. 1 o Compound 1 1 306 1 0 0 2. 7 3 Compound 1— 1 8 7 1 0 0 2. 6 4 Fursulfamide 6 0 3 5. 8 9 8 No treatment 36. 8 0

[0332] [Test Example 1 3] Rice blast control effect

 Each rice paddy (variety: Koshihikari) naturally infected with a prescribed amount of wettable powder and a commercially available seed fungicide (Trihumin wettable powder) was soaked for 48 hours. After soaking (15 ° C, 3 days) and germination (30.C, 24 hours), seed plastic-treated seeds and non-medicine-treated seeds with 100 seeds per pot, Each group was grown in a greenhouse in 3 replicates. After 20 days of cultivation, all seedlings were examined visually for the presence of disease, and the rate of diseased seedlings was calculated. The presence or absence of phytotoxicity was also examined with the naked eye. The results are shown in Table 21.

 Diseased seedling rate = (number of diseased seedlings Z total number of surveyed seedlings) X 1 00

[0333] [Table 97]

 Table 21

 Reagents Treatment dose Affected seedling rate

 (g a i / k g seed (%)

 Compound 6—8 + pliers. 5 years old pyrado 5 + 4 0. 2 Compound 6—12 + pliers. 5 years old pyrado 5 + 4 0. 1 Compound 2— 16.7 + Pliers 5 years old 4+ 5 0.14 Compound 1—306 + Pliers: Years pyrado 5 + 4 0.3 Compound 1 187 + Pliers: Years pyrado 5 + 4 0.1 Compound 6— 8 5 1 5. 4 Compound 6— 12 5 14.8 Compound 2— 1 67 5 15. 1 Compound 1 306 5 14.9 Compound 1 187 5 16. 0 Penthiopyrad 4 0.2 Untreated 15.8

[0334] [Test Example 1 4] Control effect of sugar beet on flea beetle

 A predetermined amount of wettable powder was treated with a seed dressing machine (chemical injection in a rotating drum).

 After 45 days of treatment, the degree of damage caused by flea beetles was indexed and the control rate was calculated.

 The presence or absence of chemical damage was also examined with the naked eye.

 The results are shown in Table 22.

 The degree and index of damage are as follows

 Index 0: No damage, Index 1: Less damage

 Index 2: Medium level of damage, Index 3: High level of damage

 Control rate = 1 00-((1 X index 1 number of damages + 2 X index 2 numbers of damages + 3 X index 3 numbers of damages) / 3 X total number of surveys X 1 00)

[0335] [Table 98]

 Table 22

 Reagents Treatment dose Control rate Chemical damage

 (g a i / 10 0, 00 0 seeds) (%) Compound 1 1 30 6 + Pentopyrado 50 + 50 9 9 None Compound 1 1 30 6 δ 0 99 None Pentiopyrad 50 0 None No treatment 0 None

[0336] [Test Example 1 5] Control effect against azuki beetle

 A flowable agent of a predetermined dose was applied to 1 kg of red beans with 20 ml of smear. After air-drying, a portion was transferred to a 9 cm waist-high petri dish and left in a constant temperature room at 25 ° C. After 2 and 3 months of treatment, 10 adult azuki beetles were released per waist-high petri dish (5-regulation). Two days after release, the number of dead insects and the number of eggs laid on azuki bean were examined, and the death rate was calculated.

 The results are shown in Table 23.

 Death rate = (Number of dead insects in the treatment area / 50) X 1 00

[0337] [Table 99]

 Table 23

 Reagents Treatment dose Treatment 2 months later Treatment 3 months later

(g a iZkg seed) Mortality rate Number of laying eggs Mortality rate Number of laying eggs

 (%) ■ / early head ■ (%) ―, early head Compound 1 306 + Pentiovirad 5 + 5 100 0 100 0 Compound 6—8 + Pentiovirad 5 + 5 100 0 100 0 Compound 1—306 5 100 0 100 0 Compound 6— 8 5 100 0 100 0 Penthiovirad 5 0 11. 0 0 10. 5 Untreated zone 0 12. 0 0 1 1. 5

[0338] [Test Example 1 6] Corn braga control test

 A predetermined amount of wettable powder was powdered onto 5 g of corn seeds. Three seeds treated with the drug were sown in 1/1000 a pot, and nine days after sowing, 10 third-instar larvae were released and shaded (2 regimes). After 5 days, the mortality was calculated by examining the life and death. The results are shown in Table 24.

[0339] [Table 100]

Table 24 (1)

 Reagents Treatment doses Death rate ^ Mouth

(mgai Z seed) (%) Compound 1 1 5 9 + Etofamprox 1 0 + 1 1 0 0 None Compound 1 1 5 9 + Crothiazidine 1 0 + 1 1 00 None Compound 1 1 1 5 9 + Imidaclopri 1 0 + 1 1 00 None Compound 1-1 5 9 + Thiamethoxam 1 0 + 1 1 00 None Compound 1 1 5 9 + Isoxathione 1 0 + 1 1 00 None Compound 1 1 1 5 9 + Spinosad 1 0 + 1 1 00 None Compound 1 1 1 5 9 + Fiproni 1 0 + 1 1 00 None Compound 1 1 3 0 6 + Etofenprox 1 0 + 1 1 00 None Compound 1 3 0 6 + clothianidin 1 0 + 1 1 00 None Compound 1-3 0 6 + Imidacloprid 1 0 + 1 1 00 None Compound 1 3 0 6 + Thiamethoxam 1 0 + 1 1 00 None Compound 1 3 0 6 + Isoxathione 1 0 + 1 1 00 None Compound 1 3 0 6 + Spinosad 1 0 + 1 1 0 0 None Compound 1 3 0 6 + Fipronil 1 0 + 1 1 00 None Compound 2— 1 5 9 + Etofamprox 1 0 + 1 1 00 0 None Compound 2— 1 5 9 + Mouth thiazidine 1 0 + 1 1 00 None Compound 2— 1 5 9 + Imidacloprid 1 0 + 1 1 00 None Compound-1 5 9 + Thiametoxam 1 0 + 1 1 0 0 None Product 2 1 5 9 + Isoxathion 1 0 + 1 1 00 None Compound 2-1 5 9 + Spinosad 1 0 + 1 1 00 None Compound 2 1 5 9 + Fiproni 1 0 + 1 1 00 None Compound 2 1 1 6 3 + Etofenprox 1 0 + 1 1 0 0 None Compound 2-1 6 3 + Crothiazidine 1 0 + 1 1 00 None Compound 2-1 6 3 + Imidacloprid 1 0 + 1 1 00 None Compound 2 1 6 3 + Thianotoxam 1 0 + 1 1 00 None Compound 2— 1 6 3 + Isoxathione 1 0 + 1 1 00 None Compound 2 1 6 30 Spinosad 1 0 + 1 1 0 0 None Compound 2— 1 6 3 + Fipronil 1 0 + 1 1 00 None Table 2 4 (2)

Reagents Treatment doses Death rate 范: Mouth

Cm gai Z seeds) (%) Compound 4 1 + Etofenprox 1 0 + 1 1 0 0 None Compound 4 1 + Kuta Thiazinidine 1 0 + 1 1 0 0 None Compound 4 1 1 + Imidacloprid 1 0 + 1 1 0 0 None Compound 4 1 1 + Thiamethoxam 1 0 + 1 1 0 0 None Compound 4-1 + Isoxathione 1 0 + 1 1 0 0 None Compound 4 1 + Spinosad 1 0 + 1 1 0 0 None Compound 4 1 + fipronil 1 0 + 1 1 0 0 N / A Compound 5—9 + etofenprox 1 0 + 1 1 0 0 N / A Compound 5-9 + Kucidothiazidine 1 0 + 1 1 0 0 N / A Compound 5-9 + Imidacloprid 1 0 + 1 1 0 0 None Compound 5-9 + Thiamethoxam 1 0 + 1 1 0 0 None Compound 5-9 + Isoxathione 1 0 + 1 1 0 0 None Compound 5-9 + Spinosad 1 0 + 1 1 0 0 None Compound 5—9 + fipronil 1 0 + 1 1 0 0 None Compound 6—8 + etofenprox 1 0 + 1 1 0 0 None Compound ₆ 1 8 + cucumber thiazidine 1 0 + 1 1 0 0 Compound 6-8 + Imidacloprid 1 0 + 1 1 0 0 None Compound 6-8 + Thiametoxam 1 0 + 1 1 0 0 None Compound 6—8 + Isoxathione 1 0 + 1 1 0 0 None Compound 6—8 + Spinosad 1 0 + 1 1 0 0 N / A Compound 6—8 + Fipronil 1 0 + 1 1 0 0 N / A Compound 6-9 + Etofenprox 1 0 + 1 1 0 0 N / A Compound 6— 9 + Kuthia thiazidine 1 0 + 1 1 0 0 N / A Compound 6-9 + Imidacloprid 1 0 + 1 1 0 0 N / A Compound 6—9 + Thiametoxam 1 0 + 1 1 0 0 N / A Compound 6-9 + Isoxati 1 0 + 1 1 0 0 None Compound 6-9 + Spinosad 1 0 + 1 1 0 0 None Compound 6-9 + Fipronil 1 0 + 1 1 0 0 None Compound 6-1 + etofenprox 1 0 + 1 1 0 0 None Compound 6 — 1 2 + cucumber thiazidine 1 0 + 1 1 0 0 None Compound 6-1 2 + Imidacloprid 1 0 + 1 1 0 0 None Compound 6-1 2 + Thiamethoxam 1 0 + 1 1 0 0 None Compound 6 - 1 2 + Isokisachi sign 1 0 + 1 1 0_Rei no compound 6 - 1 2 + Spinosad 1 0 + 1 1 0 0 No Compound 6 - 1 + Fipronil 1 0 + 1 1 0 0 None Table 2 4 (3)

Reagents Treatment doses Destination rate Chemical damage

 Krn gai, ζ seed) (%) Compound 1 1 5 9 1 0 8 0 None Compound 1 1 3 0 6 1 0 7 0 None Compound 2— 1 5 9 1 0 7 0 None Compound 2— 1 6 3 1 0 7 0 None Compound 4 1 1 0 6 0 None Compound 5—9 1 0 6 5 None Compound 6—8 1 0 8 5 None Compound 6—9 1 0 8 0 None Compound 6 1 2 1 0 8 5 None 1 5 0 None clothianidin 1 5 0 None Imidacloprid 1 7 0 None Thiamethoxam 1 7 5 None Isoxathion 1 1 5 None Spinosad 1 S 0 None Fipronil 1 9 0 None No treatment 5 None

Claims

Claims General formula (1) [Chemical 1]

In the formula, A ₂ , A ₃ , and A ₄ represent a carbon atom, a nitrogen atom, or an oxidized nitrogen atom, respectively. R ₁ R ₂ independently represents a hydrogen atom, a C 1 -C 4 alkyl group, a C 1 -C 4 alkyl group, G and G ₂ each independently represent an oxygen atom or a sulfur atom,  X may be the same or different and each represents a hydrogen atom, a halogen atom, a C 1 -C 3 alkyl group, or a trifluoromethyl group,  η represents an integer from 0 to 4,  Is a phenyl group, Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, amino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C 1 -C 4 alkylcarbonyloxy group, C 1 -C 4 haloal Le force Ruponiruo alkoxy group, C 1-C 4 alkoxy Cal Poni Le group, C 1-C 4 haloalkoxy force Luponyl group, C 1 _ C 4 alkyl group sulfonylamine group, C 1—C 4 haloalkyl group sulfonylamine group, C 1—C 4 alkylsulfonyloxy group, C 1 -C 4 haloalkylsulfonyloxy group, aryl A substituted phenyl group having one or more substituents which may be the same or different and selected from a sulfonyloxy group, a pentafluorosulfanyl group, a phenylalkynyl group or a phenyl group, Carbocyclic group (wherein the carbocyclic group is a naphthyl group, a tetrahydronaphthyl group, an indanyl group, a fluorenyl group, a 9_oxofluorenyl group, an adamantanyl group, an anthracenyl group, or a norphenyl group. ), Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4 alkenyl group, C2-C4-haloalkenyl group, C2 — C 4 alkynyl group, C 2— C 4 haloalkynyl group, C 3— C 8 cycloalkyl group, C 3— C 8 halocycloalkyl group, C 1—C 3 alkoxy group, C 1—C 3 haloalkoxy group Group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3-alkylsulfinyl group, C1-C3-haloalkylsulfinyl group, C1-C3-alkylsulfonyl group, C1-C 3haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, amino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 Haloalkylcarbonyl, C 1 -C 4 alkylcarbonyloxy, C 1 -C 4 halo Kill force sulfonyloxy group, C 1—C 4 alkoxycarbonyl group, C 1—C 4 haloalkoxy force sulfonyl group, C 1—C 4 alkyl force sulfonylamino group, C 1—C 4 haloalkyl force sulfonylamine group, C 1— The same or different selected from C4 alkylsulfonyloxy group, C1-C4 haloalkylsulfonyloxy group, arylsulfonyloxy group, pentafluorosulfanyl group, phenylalkynyl group or phenyl group A substituted carbocyclic group having one or more substituents (here, the carbocyclic group is Naphthyl, tetrahydronaphthyl, indanyl, fluorenyl, 9 —An oxofluorenyl group, an adamantanyl group, an anthracenyl group or a norphenyl group. ), Heterocyclic group (wherein the heterocyclic group is birazinyl group, pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, furyl group, chenyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group, Isothiazolyl group, thiadiazolyl group, pyrrolyl group, imidazolyl group, triazolyl group, pyrazolyl group, tetrazolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group, benzothiophenyl group, quinolyl group, isoquinolyl group, indolyl Group, isoindolyl group, 1 H_isoindolyl group, 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydrovillaryl group, acrylidinyl group, or dihydrated bilinyl Group) Or Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, amino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C 1 -C 4 alkylcarbonyloxy group, C 1 -C 4 haloal C1—C4 alkoxy group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group, C1-C4 alkyl group, carbonyl group, C1-C4 haloalkyl group, C1-C4 4 alkylsulfonyloxy group, C 1 -C 4 haloalkylsulfonyloxy group, arylsulfonyloxy group, pen A substituted heterocyclic group having one or more substituents, which may be the same or different, selected from a tafluorosulfanyl group, a phenylalkynyl group or a phenyl group (the heterocyclic group here is Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Cenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetrazolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group, benzothiophenyl group, quinolyl group, isoquinolyl group, indolyl group, isoindolyl group, 1 H-isoindolyl group 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydropyranyl group, acrylidinyl group or dihydrovinylyl group. ) And Q ₂ is Carbocyclic group (What is carbocyclic group here? A naphthyl group, a tetrahydronaphthyl group, a C 3 -C 8 cycloalkyl group, an indanyl group, a fluorenyl group, a 9_oxofluorenyl group, an adamantanyl group, or a norphenyl group is shown. ), Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C 1_C4 alkoxycarbonyl group, C1-C4 haloalkoxy group sulfonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkylsulfonyloxy group A substituted carbocyclic group having one or more substituents which may be the same or different and selected from the group consisting of C 1 -C 4 halogensulfonylsulfonyl group, arylsulfonyloxy group, pentafluorosulfanyl group, or phenyl group ( The carbocyclic group is a naphthyl group, a tetrahydronaphthyl group, a C3-C8 cycloalkyl group, an indanyl group, a fluorenyl group, a 9_oxofluorenyl group, an adamantanyl group, or a norphenyl group. ), Heterocyclic group (What is the heterocyclic group here? Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Cenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetrazolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group, benzothiophenyl group, quinolyl group, isoquinolyl group, indolyl group, isoindolyl group, 1 H-isoindolyl group 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydropyranyl group, benzimidazolyl group or dihydrovillaryl group. ), Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C 2—C 4 alkynyl group, C 2—C 4 haloalkynyl group, C 3—C 8 cycloalkyl group, C 3—C 8 halocycloalkyl group, C 1—C 3 alkoxy group, C 1—C 3 Haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3-alkylsulfinyl group, C1-C3-haloalkylsulfinyl group, C1-C3-alkylsulfonyl group, C1 — C 3 haloalkylsulfonyl group, C 1—C 4 alkyl amino group, di C 1—C 4 alkyl amino group, cyano group, nitro group, hydroxy group, C 1—C 4 al Kilcarbonyl group, C1-C4 haloalkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 haloalkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group Force sulfonyl group, C1-C4 alkyl force sulfonylamino group, C1-C4 haloalkyl force sulfonylamino group, C1-C4 alkylsulfonyloxy group, C1-C4 haloalkylsulfonyloxy group, arylsulfonyl A substituted heterocyclic group having one or more substituents, which may be the same or different, selected from an oxy group, a pentafluorosulfanyl group, or a phenyl group (wherein the heterocyclic group is a birazinyl group, Group, pyridine-1-yl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, furyl group, chenyl group, oxazolyl group Isoxazolyl group, oxadiazolyl group, thiazolyl group, isothiazolyl group, thiadiazolyl group, pyrrolyl group, imidazolyl group, triazolyl group, pyrazolyl group, tetrazolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group, benzothionyl group Quinolyl group, isoquinolyl group, indolyl group, isoindolyl group, 1 H_isoindolyl group, 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydrobiranyl group, benzoimidazolyl group or A dihydrovillaryl group). A C1-C6 alkyl group, Halogen atom, C1-C4 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3 — C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group Group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, Nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C 1 _C 4 alkyl carbonyloxy group, C 1—C 4 haloalkyl force carbonyloxy group, C 1—C 4 alkoxy carbonyl group, C 1—C 4 haloalkoxy carbonyl group, C 1—C 4 alkyl force sulfonylamino group, C 1_C4 /, mouth alkyl force sulfonylamino group, C1-C4 alkylsulfonyloxy group, C1-C4 haloalkylsulfonyloxy group, arylsulfonyloxy group, pentafluorosulfanyl group, or phenyl group A substituted C 1 _C 6 alkyl group having one or more substituents, which may be the same or different, selected from the group represented by formula (2)  [Chemical 2]

(Wherein, Υ ₂ , Υ ₃ , Υ ₄ , Υ ₅ may be the same or different, a hydrogen atom, a halogen atom, a C 1 -C 6 alkyl group, Halogen atom, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkyl Sulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1- C 4 alkylcarbonyl group, C 1—C4 haloalkyl carbonyl group, C 1—C 4 alkyl carbonyloxy group, C 1—C4 haloalkylcarbonyl group, C 1—C 4 alkoxycarbonyl group, C 1—C 4 Haloalkoxycarbonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkylsulfonoxy group, C1-C4 haloalkylsulfonyloxy group A substituted C 1 -C 6 alkyl group substituted by one or more substituents which may be the same or different and selected from an arylsulfonyloxy group, a pentafluorosulfanyl group or an alkylsilyl group, C 1 _C 6 haloalkyl group, C2—C4 alkenyl group, C2—C4 haloalkenyl group, C 2—C 4 alkynyl group, C 2—C 4 haloalkynyl group, C3—C 8 cycloalkyl group, C 3—C 8 A halocycloalkyl group, a C1-C6 alkoxy group, a C1-C6 haloalkoxy group, Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkoxy groups,  A C1-C6 haloalkyl group optionally substituted by one or more hydroxyl groups, A C 1 -C 6 haloalkyl group optionally substituted with one or more C 1 -C 6 haloalkyl groups,  A C1-C6 haloalkyl group optionally substituted with one or more alkoxy groups, a C1-C6 haloalkyl group optionally substituted with one or more haloalkoxy groups,  A C1-C6 alkylthio group,  A C1-C6 haloalkylthio group, Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkylthio groups,  A C1-C6 alkylsulfinyl group,  A C1-C6 haloalkylsulfinyl group, Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkylsulfinyl groups,  A C1-C6 alkylsulfonyl group, A C1-C6 haloalkylsulfonyl group, Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkylsulfonyl groups,  C 1 -C 4 alkoxycarbonyl group, C 1 -C 4 haloalkoxycarbonyl group, C 1 -C 4 alkyl group sulfonylamino group, C 1 -C 4 haloalkylcarbonyl group,  C1-C6 alkylsulfonyloxy group, C1-C6 haloalkylsulfonoxyl group, C1-C4 alkylcarbonyl group, C1-C4 haloalkyl group sulfonyl group, C1-C4 alkylcarbonyloxy group , C1-C4 haloalkylcarbonyloxy group, cyano group, nitro group, hydroxy group, pentafluorosulfanyl group, strong lpoxyl group, strong rubamoyl group, 001_03 alkaminocarbonyl group, phenylazo group, pyridyloxy Group, Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C 1-C 4 alkoxycarbonyl group, C 1-C 4 haloalkoxy group sulfonyl group, C 1-C 4 alkyl group sulfonylamino group, C 1-C 4 haloalkyl group sulfonylamino group, C 1-C 4 alkyl group Sulfonyloxy group, C1-C4 haloalkylsulfonyloxy group, arylsulfonyloxy group, pentafluoro A substituted pyridyloxy group having one or more substituents which may be the same or different and selected from a sulfanyl group or a phenyl group; Phenyl group, Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4 alkenyl group, C2-C4-haloalkenyl group, C2 — C 4 alkynyl group, C 2— C 4 haloalkynyl group, C 3— C 8 cycloalkyl group, C 3— C 8 halocycloalkyl group, C 1—C 3 alkoxy group, C 1—C 3 haloalkoxy group Group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3-alkylsulfinyl group, C1-C3-haloalkylsulfinyl group, C1-C3-alkylsulfonyl group, C1-C 3haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl Group, C1-C4 alkylcarbonyloxy group, C1-C4 haloalkylcarboxyl Nyloxy group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group sulfonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkyl group Substitution having one or more substituents which may be the same or different and are selected from a sulfonyloxy group, a C 1 -C 4 haloalkylsulfonyloxy group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group Phenyl group, Heterocyclic group (What is the heterocyclic group here? Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Cenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetrazolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group, benzothiophenyl group, quinolyl group, isoquinolyl group, indolyl group, isoindolyl group, 1 H-isoindolyl group , 2, 3-dihydromonobenzo [1 , 4] Dioxinyl group, benzo [1,3] dioxolyl group, tetrahydropyranyl group, or dihydrovinylyl group. ), Or Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C 1-C 4 alkoxycarbonyl group, C 1-C 4 haloalkoxy group sulfonyl group, C 1-C 4 alkyl group sulfonylamino group, C 1-C 4 haloalkyl group sulfonylamino group, C 1-C 4 alkyl group A substituted heterocycle having one or more substituents, which may be the same or different, selected from a sulfonyloxy group, a C1-C4 haloalkylsulfonyloxy group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group; Ring group (the heterocyclic group here is birazinyl group, pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, furyl group, enyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group, isothiazolyl group , Thiadiazolyl group, pyrayl group, imidazolyl group, triazolyl group, pyra Zolyl group, tetrazolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group, benzothiophenyl group, quinolyl group, isoquinolyl group, indolyl group, isoindolyl group, 1 H-isoindolyl group, 2, 3— Dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydropi A lanyl group or a dihydrovinyl group is shown. ) However, 丫 Y ₅ may be the same or different, Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group Group, C 1 -C 3 alkylsulfonyl group, C 1 -C 3 haloalkylsulfonyl group, or cyan group, 丫₃ is ○ 2—C 6 perfluoroalkyl group, C 1—C 6 perfluoroalkyl thio group, C 1—C 6 perfluoroalkylsulfinyl group, or C 1—C 6 perfluoroalkylsulfonyl Except when it is a group. ), Or a group represented by the general formula (3) [Chemical 3]

(Wherein, Upsilon _6,丫7, Upsilon _8, Upsilon ₉ may be the same or different, Hydrogen atom, halogen atom, C1-C6 alkyl group, C1-C6 haloalkyl group, C2-C4 alkenyl group, C2-C4 haloalkenyl group, C2-C4 alkynyl group, C2-C4 haloalkynyl group C 3 -C 8 cycloalkyl group, C 3 -C 8 halocycloalkyl group, C 1 -C4 alkoxy group, C 1 _C4 /, oral alkoxy group, C 1-optionally substituted by one or more hydroxyl groups A C 6 haloalkyl group, an optionally substituted C 1—C 6 haloalkyl group, an optionally substituted C 1—C 6 haloalkyl group, C1-C6 alkylthio group, C1-C6 haloalkylthio group, C1-C6 alkylsulfinyl group, C1-C6 haloalkylsulfinyl group, C1-C6 alkylsulfonyl group, C1-C 6haloalkylsulfonyl group, C1-C6 alkylsulfonyloxy group, C1-C6 Haloalkylsulfonyloxy group, C1-C4 alkylcarbonyl group, C1-C4 haloal Kylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 alkyl carbonyloxy group, cyano group, nitro group, hydroxy group, pentafluorosulfanyl group, vinyl group, Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group sulfonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkyl group Substituted phenyl having one or more substituents which may be the same or different and selected from a sulfonyloxy group, a C1-C4 halogensulfonylsulfonyl group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group Group, Heterocyclic group (What is the heterocyclic group here? Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Cenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetrazolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group, benzothiophenyl group, quinolyl group, isoquinolyl group, indolyl group, isoindolyl group, 1 H-isoindolyl group 2,3-Dihydromonobenzo [1 , 4] Dioxinyl group, benzo [1,3] dioxolyl group, tetrahydropyranyl group, or dihydrovinylyl group. ), Or Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C 1-C 4 alkoxycarbonyl group, C 1-C 4 haloalkoxy group sulfonyl group, C 1-C 4 alkyl group sulfonylamino group, C 1-C 4 haloalkyl group sulfonylamino group, C 1-C 4 alkyl group A substituted heterocycle having one or more substituents, which may be the same or different, selected from a sulfonyloxy group, a C1-C4 haloalkylsulfonyloxy group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group; Ring group (the heterocyclic group here is birazinyl group, pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, furyl group, enyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group, isothiazolyl group , Thiadiazolyl group, pyrayl group, imidazolyl group, triazolyl group, pyra Zolyl group, tetrazolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group, benzothiophenyl group, quinolyl group, isoquinolyl group, indolyl group, isoindolyl group, 1 H-isoindolyl group, 2, 3— Dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydropi A lanyl group or a dihydrovinyl group is shown. ) However, Υ ₆ and Υ ₉ may be the same or different, and are a halogen atom, C 1 -C 4 alkyl group, C 1 -C 4 haloalkyl group, C 1 -C 3 alkylthio group, C 1 -C 3 haloalkylthio. Y ₈ is C 1 when C 1 -C 3 alkylsulfinyl group, C 1 -C 3 haloalkylsulfinyl group, C 1 -C 3 alkylsulfonyl group, C 1 _C 3 haloalkylsulfonyl group, or cyano group is selected. —C4 haloalkoxy group, C 2—C 6 perfluoroalkyl group, C 1—C6 perfluoroalkylthio group, C 1—C 6 perfluoroalkylsulfinyl group, or C 1 _C 6 par Except when it is a fluoroalkylsulfonyl group. ) Indicates. } As an active ingredient, one or more compounds selected from the compounds represented by the formula: and one or more selected from known insecticides, known acaricides or known fungicides A pest control composition characterized by the above. In the general formula (1), the compound represented by the general formula (1) A ₁ represents a carbon atom, a nitrogen atom or an oxidized nitrogen atom, A ₂ , A ₃ and A ₄ represent carbon atoms, R ₁ R ₂ independently represents a hydrogen atom or a C 1 -C 4 alkyl group G and G ₂ each independently represent an oxygen atom or a sulfur atom, X may be the same or different and is a hydrogen atom, a halogen atom, or a trifluoromethyl group,  η represents an integer from 0 to 4,  Is a phenyl group, Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 _C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, C1-C4 alkylamino group Di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C 1_C4 haloalkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group sulfonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C 1—C 4 alkylsulfonyloxy group, C 1—C4 halogensulfonyloxy group, arylsulfonyloxy group, pentafluorosulfanyl group, or phenyl group A substituted phenyl group having one or more substituents, which may be the same or different selected from Heterocyclic group (What is the heterocyclic group here? Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Chenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetrazolyl group, 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydrobiranyl group, or dihydrovillaryl group Indicates. ), Or Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 _C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, C1-C4 alkylamino group Di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C 1_C4 haloalkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group sulfonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C 1—C 4 alkylsulfonyloxy group, C 1—C4 halogensulfonyloxy group, arylsulfonyloxy group, pentafluorosulfanyl group, or phenyl group A substituted heterocyclic group having one or more substituents which may be the same or different (the heterocyclic group here is birazinyl group, pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, furyl group) Group, chenyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group, isothiazolyl group, thiadiazolyl group, pichial group, imidazolyl group, triazolyl group, pyrazolyl group, tetrazolyl group, 2,3-dihydromonobenzo [ 1, 4] dioxinyl group, benzo [1, 3] dioxolyl group, tetrahydrovinanyl group, or dihydrovinyl group. Q ₂ General formula (2) [Chemical 4]

 (Where Υ ₅ may be the same or different, Halogen atom, C1-C6 alkyl group, C1-C6 haloalkyl group, C1- C6 alkoxy group, C1_C6 haloalkoxy group, C1-C6 alkylthio group, C1-C6 haloalkylthio group, C1-C6 alkylsulfinyl group, C1-C6 haloalkylsulfinyl group, C1- C 6 alkylsulfonyl group, C 1—C 6 haloalkylsulfonyl group, cyano group, or nitro group Υ ₂ and Υ ₄ may be the same or different, Represents a hydrogen atom, a halogen atom, or a C 1 _C 6 alkyl group, Y ₃  Trifluoromethyl group, C1-C6 perfluoroalkoxy group, pentafluorosulfanyl group, Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkoxy groups, Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkylthio groups, Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkylsulfinyl groups, or Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkylsulfonyl groups Indicates. ) The pest control composition according to claim 1, which is a compound represented by the formula: In the general formula (1), the compound represented by the general formula (1) A ₁ represents a carbon atom, a nitrogen atom or an oxidized nitrogen atom, A ₂ , A ₃ and A ₄ represent carbon atoms, R ₁ R ₂ independently represents a hydrogen atom or a C 1 -C 4 alkyl group G and G ₂ each independently represent an oxygen atom or a sulfur atom,  X may be the same or different and is a hydrogen atom, a halogen atom, or a trifluoromethyl group,  η represents an integer from 0 to 4,  Is a phenyl group, Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C 1-C 4 alkoxycarbonyl group, C 1-C 4 haloalkoxy group sulfonyl group, C 1-C 4 alkyl group sulfonylamino group, C 1-C 4 haloalkyl group sulfonylamino group, C 1-C 4 alkyl group Sulfonyloxy group, C1-C4 haloalkylsulfonyloxy group, arylsulfonyloxy group, pentafluorosulfanyl group, or phenyl group A substituted phenyl group having one or more substituents, which may be the same or different selected from Heterocyclic group (What is the heterocyclic group here? Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Chenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetrazolyl group, 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydrobiranyl group, or dihydrovillaryl group Indicates. ), Or Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C 1-C 4 alkoxycarbonyl group, C 1-C 4 haloalkoxy group sulfonyl group, C 1-C 4 alkyl group sulfonylamino group, C 1-C 4 haloalkyl group sulfonylamino group, C 1-C 4 alkyl group A substituted heterocycle having one or more substituents, which may be the same or different, selected from a sulfonyloxy group, a C1-C4 haloalkylsulfonyloxy group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group; A ring group (here, a heterocyclic group is a birazinyl group, a pyridyl group, a pyridine-N-oxide group, a pyrimidinyl group, Pyridazyl group, furyl group, chenyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group, isothiazolyl group, thiadiazolyl group, pipinal group, imidazolyl group, triazolyl group, pyrazolyl group, tetrazolyl group Dihydro monobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydrobiranyl group, or dihydrovinyl group. ) And Q ₂ General formula (2) [Chemical 5]

 (Where  Y! (iC 1 _C 4 alkyl carbonyl group, C 1 -C 4 haloalkyl carbonyl group, C 1 -C 4 alkyl carbonyloxy group, C 1 -C 4 haloalkyl carbonyloxy group, C 1 -C 4 alkoxy carbonyl group, C 1 —C4 haloalkoxycarbonyl group, C 1—C 4 alkyl group sulfonylamino group, C 1—C4 haloalkyl group sulfonylamino group, C 1 _C 4 alkylsulfonyloxy group, C 1 _C 4 haloalkylsulfonyloxy group, or Halogen atom, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkylsulfinyl group, C1-C3 haloalkyl Sulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1- C 4 alkylcarbonyl group, C 1—C4 haloalkyl carbonyl group, C 1—C 4 alkyl carbonyloxy group, C 1—C4 haloalkylcarbonyl group, C 1—C 4 alkoxycarbonyl group, C 1—C 4 A haloalkoxycarbonyl group, a C1-C4 alkyl group, a sulfonylamino group, C 1 _C 4 haloalkyl group selected from sulfonylamino group, C 1—C 4 alkylsulfonyloxy group, C 1 _C 4 haloalkylsulfonyloxy group, arylsulfonyloxy group, pentafluorosulfanyl group or alkylsilyl group A C 1 _C 4 alkyl group substituted by one or more substituents, which may be the same or different, Y ₅ is Halogen atom, C1-C6 alkyl group, C1-C6 haloalkyl group, C1-C6 alkoxy group, C1-C6 haloalkoxy group, C1-C6 alkylthio group, C1-C6 haloalkylthio group C 1 -C 6 alkylsulfinyl group, C 1 -C 6 haloalkylsulfinyl group, C 1 -C 6 alkylsulfonyl group, C 1 -C 6 haloalkylsulfonyl group, cyano group, or nitro group Υ ₂ and Υ ₄ may be the same or different, A hydrogen atom, a halogen atom, a C 1 _C 6 alkyl group, Y ₃  C 1—C 4 haloalkoxy group, C 2—C 6 perfluoroalkyl group, C 1—C 6 perfluoroalkylthio group, C 1 _C 6 perfluoroalkylsulfinyl group, C 1— C 6 perfluoroalkylsulfonyl group,  Trifluoromethyl group, C1-C6 perfluoroalkoxy group, pentafluorosulfanyl group, Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkoxy groups, Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkylthio groups, Substituted by one or more substituents which may be the same or different and selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C1-C6 alkoxy group, or a C1-C6 haloalkoxy group Substituted C1-C6 haloalkylsulfinyl groups, Or one or more substitutions which may be the same or different selected from a hydrogen atom, a hydroxy group, a chlorine atom, a bromine atom, an iodine atom, a C 1 -C 6 alkoxy group, or a C 1 -C 6 haloalkoxy group Substituted C 1 -C 6 haloalkylsulfonyl groups substituted by groups Indicates. ) The pest control composition according to claim 1, which is a compound represented by the formula:  In the general formula (1), the compound represented by the general formula (1) A ₁ represents a carbon atom, a nitrogen atom or an oxidized nitrogen atom, A ₂ , A ₃ and A ₄ represent carbon atoms, R ₁ R ₂ independently represents a hydrogen atom or a C 1 -C 4 alkyl group G and G ₂ each independently represent an oxygen atom or a sulfur atom,  X may be the same or different and is a hydrogen atom, a halogen atom, or a trifluoromethyl group,  η represents an integer from 0 to 4,  Is a phenyl group, Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, Di-C1-C 4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 haloalkylcarbonyl Xoxy group, C 1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group sulfonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkylsulfonyloxy group , C 1-C4 halogensulfonyloxy group, arylsulfonyloxy group, pentafluorosulfanyl group, or phenyl group A substituted phenyl group having one or more substituents, which may be the same or different selected from Heterocyclic group (What is the heterocyclic group here? Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Chenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetrazolyl group, 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydrobiranyl group, or dihydrovillaryl group Indicates. ), Or Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, Di-C1-C 4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 haloalkylcarbonyl Xi group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group sulfonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkyl group A substituted heterocycle having one or more substituents, which may be the same or different, selected from a sulfonyloxy group, a C1-C4 haloalkylsulfonyloxy group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group; Cyclic group (the heterocyclic group here is birazinyl group, pyridyl group, pyridine N-oxide group, pyrimidinyl group, pyridazyl group, free group Group, cenyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group, isothiazolyl group, thiadiazolyl group, pichial group, imidazolyl group, triazolyl group, pyrazolyl group, tetrazolyl group, 2,3-dihydromonobenzo [1, 4] dioxinyl group, benzo [1, 3] dioxolyl group, tetrahydrobilanyl group, or dihydrovinyl group. Q ₂ General formula (2) [Chemical 6]

 (Where  Y is C1-C6 alkoxy group, C1-C6 haloalkoxy group, C1-C6 alkylthio group, C1-C6 haloalkylthio group, C1-C6 alkylsulfinyl group, C1-C6 haloalkyl group Represents a sulfinyl group, a C1-C6 alkylsulfonyl group, or a C1-C6 haloalkylsulfonyl group, Υ ₅ Halogen atom, C1-C6 alkyl group, C1-C6 haloalkyl group, C1-C6 alkoxy group, C1-C6 haloalkoxy group, C1-C6 alkylthio group, C1-C6 haloalkylthio group C 1 -C 6 alkylsulfinyl group, C 1 -C 6 haloalkylsulfinyl group, C 1 -C 6 alkylsulfonyl group, C 1 -C 6 haloalkylsulfonyl group, cyano group, or nitro group Υ ₂ and Υ ₄ may be the same or different, A hydrogen atom, a halogen atom, a C 1 _C 6 alkyl group, Y ₃ represents a halogen atom. ) The pest control composition according to claim 1, which is a compound represented by the formula:  In the general formula (1), the compound represented by the general formula (1) A ₁ represents a carbon atom, a nitrogen atom or an oxidized nitrogen atom, A ₂ , A ₃ and A ₄ represent carbon atoms, R ₁ R ₂ independently represents a hydrogen atom or a C 1 -C 4 alkyl group G and G ₂ each independently represent an oxygen atom or a sulfur atom,  X may be the same or different and is a hydrogen atom, a halogen atom, or a trifluoromethyl group,  η represents an integer from 0 to 4,  Is a phenyl group, Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, Di-C1-C 4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 haloalkylcarbonyl Xoxy group, C 1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group sulfonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkylsulfonyloxy group , C 1-C4 halogensulfonyloxy group, arylsulfonyloxy group, pentafluorosulfanyl group, or phenyl group A substituted phenyl group having one or more substituents, which may be the same or different selected from Heterocyclic group (What is the heterocyclic group here? Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Chenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetrazolyl group, 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydrobiranyl group, or dihydrovillaryl group Indicates. ), Or Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, Di-C1-C 4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 haloalkylcarbonyl Xi group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group sulfonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkyl group A substituted heterocycle having one or more substituents, which may be the same or different, selected from a sulfonyloxy group, a C1-C4 haloalkylsulfonyloxy group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group; Cyclic group (the heterocyclic group here is birazinyl group, pyridyl group, pyridine N-oxide group, pyrimidinyl group, pyridazyl group, free group Group, cenyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group, isothiazolyl group, thiadiazolyl group, pichial group, imidazolyl group, triazolyl group, pyrazolyl group, tetrazolyl group, 2,3-dihydromonobenzo [1, 4] dioxinyl group, benzo [1, 3] dioxolyl group, tetrahydrobilanyl group, or dihydrovinyl group. Q ₂ General formula (4) [Chemical 7]

(Where Υ ₅ may be the same or different, Halogen atom, C1-C6 alkyl group, C1-C6 haloalkyl group, C1-C6 alkoxy group, C1-C6 haloalkoxy group, C1-C6 alkylthio group, C1-C6 haloalkylthio group C 1 -C 6 alkylsulfinyl group, C 1 -C 6 haloalkylsulfinyl group, C 1 -C 6 alkylsulfonyl group, C 1 -C 6 haloalkylsulfonyl group, cyano group, nitro group, Y ₂ and Y ₄ may be the same or different, hydrogen atom, halogen atom, C 1 — Represents a C 6 alkyl group,  Ra represents a halogen atom or a hydroxy group,  R b and R c each independently represent a halogen atom or a C 1 -C 6 haloalkyl group, and at least one of R b and Rc has at least one hydrogen atom, hydroxy group, chlorine atom, bromine It has an atom or iodine atom. The pest control composition according to claim 1, which is a compound represented by: [6] —The pest control composition according to any one of claims 1 to 5, wherein in the general formula (1), at least one of R ₂ is a C 1 _C4 alkyl group.  [7] General formula (5)  [Chemical 8]

In the formula, A ₂ , A ₃ , and A ₄ represent a carbon atom, a nitrogen atom, or an oxidized nitrogen atom, respectively. Z represents _N (RJ 30 ₂ 0 ₁ or _ (RjG ^ R ₁ R ₂ independently of one another represents a hydrogen atom, a C 1 -C 4 alkyl group, or a C 1 -C 4 alkyl group. G ₂ represents an oxygen atom or a sulfur atom,  X may be the same or different and each represents a hydrogen atom, a halogen atom, a C 1 -C 3 alkyl group, or a trifluoromethyl group,  n represents an integer from 0 to 4,  Is a phenyl group, Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C 2— C 4 haloalkynyl group, C3— C8 cycloalkyl group, C3_C8 halocycloalkyl group, C1-C3alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C 1-C3 alkylsulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 Alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 haloalkylcarbonyloxy group Group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group sulfonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkylsulfonyl group Oxy group C 1-C4 Haroa Le kills sulfonyl O alkoxy group, § reel sulfonyl O alkoxy group, Pentafuruoro Sarufaniru group, a substituted phenyl group having the same or different One may 1 or also be substituents selected from amino group or phenyl group, Carbocyclic group (What is carbocyclic group here? A naphthyl group, a tetrahydronaphthyl group, a C 3 -C 8 cycloalkyl group, an indanyl group, a fluorenyl group, a 9_oxofluorenyl group, an adamantanyl group, or a norphenyl group is shown. ), Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 al Kilcarbonyloxy group, C1_C4 haloalkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group sulfonyl group, C1-C4 alkyl group sulfonylamino group, C1- The same selected from C4 haloalkyl group, sulfonylamino group, C1-C4 alkylsulfonyloxy group, C1-C4 haloalkylsulfonyloxy group, arylsulfonyloxy group, pentafluorosulfanyl group, or phenyl group Or a substituted carbocyclic group having one or more substituents, which may be different (where the carbocyclic group is a naphthyl group, a tetrahydronaphthyl group, a C 3 -C 8 cycloalkyl group, an indanyl group, a fluorenyl group, 9 _ Represents oxofluorenyl group, adamantanyl group, or norpoxyl group) Heterocyclic group (What is the heterocyclic group here? Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Chenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetrazolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group, benzothiophenyl group, quinolyl group, isoquinolyl group, indolyl group, isoindolyl group, 1 H-isoindolyl group 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydropyranyl group, or dihydrovillaryl group. ), Or Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4 alkenyl group, C2-C4-haloalkenyl group, C2 — C 4 alkynyl group, C 2— C 4 haloalkynyl group, C 3— C 8 cycloalkyl group, C 3— C 8 halocycloalkyl group, C 1—C 3 alkoxy group, C 1—C 3 haloalkoxy group Group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3-alkylsulfinyl group, C1-C3-haloalkylsulfinyl group, C1-C3-alkylsulfonyl group, C1- C3 haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group Group, C1-C4 alkylcarbonyloxy group, C1-C4 haloalkylcarbonyloxy group, C1-C4 alkoxycarbonyl group, C1-C4 haloalkoxy group sulfonyl group, C1-C4 alkyl group Luponylamino group, C1-C4 haloalkyl group, sulfonylamino group, C1-C4 alkylsulfonyloxy group, C1-C4 haloalkylsulfonyloxy group, arylsulfonyloxy group, pentafluorosulfanyl group, amino group or A substituted heterocyclic group having one or more substituents which may be the same or different and selected from a phenyl group (wherein the heterocyclic group is Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Chenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetrazolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group, benzothiophenyl group, quinolyl group, isoquinolyl group, indolyl group, isoindolyl group, 1 H-isoindolyl group 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydropyranyl group, or dihydrovillaryl group. ) And Q ₂ Phenyl group, Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group C 1 -C 4 alkyl carbonyl group, C 1 -C 4 haloalkyl carbonyl group, C 1 -C 4 alkyl carbonyloxy group, C 1 _C 4 haloalkyl carbonyloxy group, C 1 -C 4 alkoxy carbonyl group, C 1-C 4 haloalkoxy group sulfonyl group, C 1-C 4 alkyl group sulfonylamino group, C 1-C 4 haloalkyl group sulfonylamino group, C 1-C 4 alkylsulfonyloxy group, C 1-C4 haloalkylsulfonyl group Having one or more substituents which may be the same or different and are selected from a xyl group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group A substituted phenyl group, Carbocyclic group (What is carbocyclic group here? A naphthyl group, a tetrahydronaphthyl group, a C 3 -C 8 cycloalkyl group, an indanyl group, a fluorenyl group, a 9_oxofluorenyl group, an adamantanyl group, or a norphenyl group is shown. ), Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C 1—C 4 alkoxycarbonyl group, C 1—C 4 haloalkoxy group, C 1—C 4 alkyl group, carbonyl group, C 1—C 4 haloalkyl group May be the same or different selected from a nilamino group, a C1-C4 alkylsulfonyloxy group, a C1-C4 halogensulfonyloxy group, an arylsulfonyloxy group, a pentafluorosulfanyl group, or a phenyl group 1 Substituted carbocyclic group having the above substituents (where carbocyclic group is naphthyl group, tetrahydronaphthyl group, C3-C8 cycloalkyl group, indanyl group, fluorenyl group, 9_oxofluorenyl) A group, an adamantanyl group, or a norporyl group). Heterocyclic group (What is the heterocyclic group here? Birazinyl group, Pyridyl group, Pyridine mono-N-oxide group, Pyrimidinyl group, Pyridazyl group, Furyl group, Chenyl group, Oxazolyl group, Isoxazolyl group, Oxadiazolyl group, Thiazolyl group, Isothiazolyl group, Thiadiazolyl group, Imidazolyl group, Imidazolyl group Group, triazolyl group, pyrazolyl group, tetrazolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group, benzothiophenyl group, quinolyl group, isoquinolyl group, indolyl group, isoindolyl group, 1 H-isoindolyl group 2,3-dihydromonobenzo [1,4] dioxinyl group, benzo [1,3] dioxolyl group, tetrahydropyranyl group, or dihydrovillaryl group. ), Halogen atom, C1-C4 alkyl group, C1-C4 haloalkyl group, substituted C1-C4 alkyl group, C2-C4-alkenyl group, C2-C4-haloalkenyl group, C2-C 4 alkynyl group, C2-C4 haloalkynyl group, C3-C8 cycloalkyl group, C3-C8 halocycloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1 —C 3 alkylthio group, C 1 —C 3 haloalkylthio group, C 1—C 3 alkylsulfinyl group, C 1—C 3 haloalkylsulfinyl group, C 1—C 3 alkylsulfonyl group, C 1—C 3 haloalkylsulfonyl group C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group, nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1- C4 alkylcarbonyloxy group, C 1 _C 4 haloalkylcarbonyl Oxy group, C 1_C4 alkoxycarbonyl group, C1-C4 haloalkoxy group sulfonyl group, C1-C4 alkyl group sulfonylamino group, C1-C4 haloalkyl group sulfonylamino group, C1-C4 alkylsulfonyloxy group, A substituted heterocyclic group having one or more substituents, which may be the same or different, selected from C 1 -C 4 halogensulfonylsulfonyl group, arylsulfonyloxy group, pentafluorosulfanyl group, or phenyl group (wherein The heterocyclic group is birazinyl group, pyridyl group, pyridine-N-oxide group, pyrimidinyl group, pyridazyl group, furyl group, chenyl group, oxazolyl group, isoxazolyl group, oxadiazolyl group, thiazolyl group, isothiazolyl group, thiadiazolyl group, Mouthful group, imidazolyl group, triazolyl group, pyrazolyl group, te Trazolyl group, benzothiazolyl group, benzoxazolyl group, benzofuranyl group, benzothiophenyl group, quinolyl group, isoquinolyl group, indolyl group, isoindolyl group, 1 H-isoindolyl group, 2, 3-dihydromonobenzo [1, 4] represents a dioxinyl group, a benzo [1, 3] dioxolyl group, a tetrahydropyranyl group, or a dihydrovinylyl group). A C1-C6 alkyl group, Alternatively, a halogen atom, a C1-C4 haloalkyl group, a C2-C4 alkenyl group, a C2-C4 haloalkenyl group, a C2-C4 alkynyl group, a C2-C4 haloalkynyl group, a C3-C8 cyclo Alkyl group, C3-C8 haloalkyl group, C1-C3 alkoxy group, C1-C3 haloalkoxy group, C1-C3 alkylthio group, C1-C3 haloalkylthio group, C1-C3 alkyl Sulfinyl group, C1-C3 haloalkylsulfinyl group, C1-C3 alkylsulfonyl group, C1-C3 haloalkylsulfonyl group, C1-C4 alkylamino group, di-C1-C4 alkylamino group, cyano group , Nitro group, hydroxy group, C1-C4 alkylcarbonyl group, C1-C4 haloalkylcarbonyl group, C1-C4 alkylcarbonyloxy group, C1-C4 haloalkylcarbonyl group, C 1—C 4 alkoxycarbonyl Group, C 1 -C4 group alkoxycarbonyl group, C 1 -C 4 alkyl group sulfonylamino group, C 1 _C 4 haloalkyl group selected from sulfonylamino group, C 1 —C 4 alkylsulfonyloxy group, C 1 _C 4 haloalkylsulfonyloxy group, arylsulfonyloxy group, pentafluorosulfanyl group, or phenyl group A substituted C 1 -C 6 alkyl group having one or more substituents which may be the same or different. } As an active ingredient, one or more compounds selected from the compounds represented by the formula: and one or more compounds selected from known insecticides, known acaricides or known fungicides A pest control composition characterized by the above. Known insecticides, known acaricides or known fungicides are azinphos methyl, acephate, isoxathione, isofenphos, ethion, etrimphos, oxydimethone.methyl, oxydeprophos, quinalphos, chlorpyrifos, chlorpyrifosmethyl, chlorfenvinphos, cyanophos , Dioxaben zophos, Dichlorpos, Disulfoton, Dimethylvinphos, Dimethoate, Sulprofos, Diazinon, Thiometone, Tetrachlorbinphos, Temephos, Tebupyrimfos, Terbufos, Nared, Bamidothion, Pyraclophos, Pyridofenethione, Pyrifenthione , Fentoate, Fencerfothion, Flupirazophos, Prothiofos, Propafos, Prof Nofos, Hoxime, Hosalon, Phosmet, Holmothion, Folate, Malathion, Mecarbam, Mesulfenphos, Metamidhos, Methidathione, Parathion, Methylparathion, Monochrome Tofos, Triclozorephone, O-ethyl O— 4— nitropheny I pheny I phosphonothioate, Isamidofos, Kazusafos, Diamidafos, Diclofenthion, Thionazine, Phenamifos, Phosphiazetate, Phoschetan, Phosphocarp, Ο—4—dimethylsulf amo y I pheny IO, O—Diethylphosphorothioate, Etoprofosio Fen Calp, Power Lubaril, Carbosulfur Fan, Xylyl Calp, Tijikal Calp, Pirimi Kabu, Huenubu Calp, Hurachi Ocalp, provoxur, bendiocarp, benfuracarb, mesomil, mezolecasoleb, 3, 5— X y I y I methylcarbamate, force lupofuran, aldoxycarp, oxamyl, acrinatrine, allethrin, esfenvalerate, henpentrin, cyclopentrin, cyclopentrin , Gamma Sihalothrin, Lambda Siharthrin, Sifluthrin, Beta ■ Cyfluthrin, cypermethrin, alpha cypermethrin, zeta ■ Cypermethrin, silaflufen, tetramethrin, tefluthrin, deltamethrin, tralomethrin, bifenthrin, phenothrin, fenvalerate, fenpropatoline, flamethrin, pratrithrin, praretrin Naphthalate, fulvalinate, fluprocis phosphate, permethrin, resmethrin, methuzoletrin, dimefuzoletrin, profuzoletrin, etofenprox, cartap, thiocyclam, benzurtap, acetamiprid, imidacloprid, clothianidin, dinotefuran, dinotefuran Thiametoxam, Nitenbiram, Chlorfluazuron, Difluvenslon, Tefulbenslon, Tori Lumron, Novallon, Nobiflumuron, Bistrifluron, Flazuron, Flucycloxuron, Furuenoxuron, Hexaflumuron, Zolefenuron, Chromafenozide, Tebufenozide, / ヽ Lofenozide, Metoxifenozide, Ziofenodine, Profenmazine Toprene, Hyde Mouth Plane, Quinoprene, Triazamate, Endosulfan, Chlorfenson, Chlorbendylate, Dicophore, Bromopropylate, Acetoprol, Fipronil, Ethiprol, Pyrethrin, Rotenone, Nicotine Sulfate, Abamectin, Bacillus Thuringe Cissis agent, spinosad, acequinosyl, amidoflumet, amitraz, etoxazol, quinometone , Clofuentezin, phenbutaine oxide, dienochlor, cyhexatin, spirodiclofen, spiromesifen, tetradiphone, tebufenvirado, vinapacryl, fenproximate, bifenase, pyridaben, pyrimidifene, fenazaquin, fluenophenopylocarp Full azinam, Hulfu Engine, Hexithiazox, Propargit, Benzomate, Polyactin complex, Milbemectin, Mechiocalp, Mevinfos, Formethanate, Halfenprox, Azadeiractin, Difenthiuron, Indosacarp, Emamectin benzoate, Potassium oleate, Olein Sodium acetate, chlorfenavir, tolfenvirad, pimetrozine, phenoxycarp, hydramethylnon, hydroxypropyl starch, pyridalyl, fluenerim, flubenamide, floni force, metaflumizone, levimectin, T ripropy I isocyanurate, tall Mizole, Morantel tartrate, Dazomet, Metam'sodium, General formula (AA) [Chemical 9]

[Wherein R ₅₁ represents a methyl group or a chloro group, R ₅₂ represents a methyl group, a chloro group, a bromo group or a cyano group, and R ₅₃ represents a chloro group, a bromo group, a trifluoromethyl group or a cyanomethoxy group. And R ₅₄ represents a methyl group or an isopropyl group. A compound represented by Compound (BB),  [Chemical 10]

Triazimephone, Hexaconazole, Propiconazol, Ibuconazol, Prochloraz, Triflumizol, Tebuconazol, Epoxyconazol, Diphenoconazole, Fursilazol, Triazimenol, Ciproconazole, Methoconazole Fluquinconazole, Vitertanol, Tetraconazole, Triticonazole, Frutriafol, Penconazol, Dinicona Zol, Fenbuconazol, Bromconazol, Imibenconazol, Cimeconazol, Microbutanol, Himexazol Imazaril, Frametovir, Tifluzamide, Etridiazol, Okispoconazol, Okispoconazoyl fumarate, Pefrazoeto, Prothioconazol, Pyrifenox, Fenarimol, Nuari Mole, bupirimate, mepanipyrim, cyprodinil, pyrimethanil, metalaxyl, oxazixyl, benalaxyl, thiophanate, thiophanetomethyl, benomyl, carbendazim, fuberidazol, thiabendazol, manzeb, pronebib, dinebumu , Thiuram, chlorothalonil, etapoxam, oxycarpoxin, calpoxin, flutolanil, sylthiofam, mepronil, dimethomorph, fenprovidin, fenpropimorph, spiroxamine, tridemorph, dodemorph, fulmorphosto Mouth bottle, Orisatrobin, Fluoxastrobin, Trifloxystrobin, Dimoxystrobin, Pi Clostrobin, picoxystrobin, iprodione, procymidone, vinclozolin, clozoline, fursulfamide, dazomet, methyl isothiocyanate, chlorpicrin, metasulfocarp, hydroxyisoxazol, hydroxyisoxazol potassium Dimethylol, 1, 3-Dich I oropropene, Carbum, Basic copper chloride, Basic copper sulfate, Nonylphenol sulfonate copper, Axin copper, Dodecylbenzene sulfonate bisethylenediamine copper complex (II) Anhydrous copper sulfate, Copper sulfate pentahydrate, Cupric hydroxide, Inorganic sulfur, Hydrated sulfur, Yellow lime, Lithium sulfur, Zinc sulfate, Fentine, Sodium hydrogen carbonate, Potassium hydrogen carbonate, Sodium hypochlorite , Metallic silver, Edgyfunhos, Torquerojo Smethyl, Fosetyl, Iprobenfos, Dinocap, Pyrazofos, Carpamide, Fusalide, Tricyclazol, Pyroxilone, Diclocimet, Phenoxanil, Kasugamycin, Validamycin, Polyoxin complex, Blasticidin s, Oxytetracycline, Mildimycin Streptomycin, Rapeseed oil, Machine oil, Benchavaricarp isopropyl, Yiplovarialp, Propamocalp, Dietophenecalp, Fluorimide, Fludioxanyl, Fenpiclonyl, Quinoxyphene, Oxolinic acid, Chlorothalonyl, Quabtan, Folpet, Probenazol Nzoral S-methyl, thiazinyl, cyflufenamide, phenhexamide, diflumethrim, metraf Enone, Picobenzide, Proquinazide, Famoki Sudone, Shiazofamide, Fuenamidon, Zoxamide, Poscalide, Shimosanil, Dithianon, Fluazinam, Diclofluanid, Triphorine, Isoprothiolane, Fuerimzone, Dichromedin, Pentaphthalam , Quinomethionate, Imoctadine Acetate, Imoctadine Arbesylate, Ambum, Polycarbamate, Thiadiazine, Chloroneb, Organic Nickel, Guazatine, Dodine, Kintozen, Triylfluanid, Anilazine, Nitrotalisopropyl, Fenitropan, Dimethymol, Bench Azol, Harpin Protein, Flumethova, Mandipropamide, Pentiovirad General Formula (CC) [Change]

[Wherein R 11 represents an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, an arylalkyl group or a heterocyclic alkyl group, and R 1 2 and R 17 are each a hydrogen atom. R 1 3 and R 14 independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, and R 15 and R 16 each represent water. R 1 8 represents an aryl group or a hetero ring. ] A compound represented by General formula (D D) [Chemical 12]

 [Wherein R 21 is an alkyl group having 1 to 6 carbon atoms substituted with halogen, a cycloalkyl group having 3 to 6 carbon atoms substituted with halogen, or an alkenyl having 2 to 6 carbon atoms substituted with halogen. R 2 2 and R 2 7 each represent a hydrogen atom, R 2 3 and R 2 4 each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, R 2 5 and R 2 6 represents a hydrogen atom, and R 2 8 represents an aryl group or a heterocyclic ring. ] A compound represented by The pesticidal composition according to any one of claims 1 to 7. Known insecticides, known acaricides or known fungicides are fenitrothion, fenthion, isoxathione, acephete, buprofezin, pyriproxyfen, silafluophene, dinotefuran, imidacloprid, etofenprox, halfenprox, thiamethoxam, clothiazine, Aceta miprid, nitenbiram, thiacloprid, benfuracarb, mesomil, fenobucarb, spinosad, pimetrozin, chromafenozide, lepimectin, fipronil, General formula (AA) [Chemical 13]

Wherein, R _{5 1} represents a methyl group or a chlorine atom, R _{5 2} is a methyl group, represents a chloro group, bromo group or Shiano group, R _{5 3} is a chlorine group, bromo group, Torifuruoro methyl or Shianome butoxy R _{5 4} represents a methyl group or an isopropyl group. A compound represented by Compound (B B)  [Chemical 14]

Fenproxymate, pyridaben, hexithiazox, fenbutas oxide, tebufenvirad, pyrimidifen, etoxazol, polynactin complex, milbemectin, acequinosyl, bifenase, spirodiclofen, dienochlor, spiromecifen, clomethifen Gin, Tolfenvirad, Flucribilim, Propargit, Difenthiuron, Flufenoxuron, Pentiovirad, Fursulfamide, Iminoctazine Albesylate, Acibenzoral S-Methyl, Felimuzone, Pyroxylone, Olisastrobin, Azoxtrobin , Carpropamide, diclocimet, probenazol, thiazinyl, isoprothiolane, Tricyclazol, Fusalide, Kasugamycin, Fuenoxanyl, Mepronil, Diclomedin, Penciclon, Validamycin, Edifenfos, Frametopil, Tifluzamide, Flutolanil, Metominostrobin, Iprobenfos, Oxolinic acid, Cicozophthalmone , Hydroxy isoxazol, picoxystrobin, flusilazol, calpoxin, tebuconazol, triadimenol, diphenoconazole, thiabendazol, fludioxanil, metalaxyl, streptomycin,  General formula (CC) [Chemical 15]

 [Wherein R 11 represents an alkyl group having 16 carbon atoms, an alkenyl group having 26 carbon atoms, an arylalkyl group and a heterocyclic alkyl group, and R 12 and R 17 each represent a hydrogen atom. , R 1 3 and R 14 independently represent a hydrogen atom and an alkyl group having 16 carbon atoms, R 15 and R 16 each represent a hydrogen atom, and R 1 8 represents an aryl group or hetero Represents a ring. ] A compound represented by  General formula (DD) [Chemical 16]

[Wherein R 21 represents a C 16 alkyl group substituted with halogen, a C 36 cycloalkyl group substituted with halogen, or a C 26 alkenyl group substituted with halogen, R22 and R27 each represent a hydrogen atom, R23 and R24 each independently represent a hydrogen atom and an alkyl group having 16 carbon atoms, R25 and R26 each represent a hydrogen atom, R28 Represents an aryl group or a heterocycle. ] A compound represented by  The pest control composition according to claim 8, wherein [10] One to one or more compounds selected from known insecticides, known acaricides or known fungicides are each contained in an amount of 0.01 to 95% by weight. 10. The pest control composition according to any one of 9 above. [1 1] A method for controlling pests, which comprises applying the pest control composition according to claim 10 to a pest or a pest habitat.  [12] A method for preventing damage by pests, which comprises applying the pest control composition according to claim 10 to plant seeds. [13] A method for preventing damage by pests, which comprises contacting the plant seeds with the pest control composition according to claim 10. [14] The prevention method according to [13], wherein the method of contacting the plant seed is spraying treatment, smearing treatment, dipping treatment or powdering treatment on the seed. [15] plant seeds are corn, soybeans, red beans, cotton, rice, sugar beet, wheat, barley, sunflower, tomatoes, cucumbers, eggplant, spinach, green peas, capochia, sugar cane, tobacco, peppers and oilseed rape seeds, The prevention method according to claim 12, which is a seed of taro, potato, sweet potato, konnyaku, edible lily or tulip bulb. 16. The prevention method according to claim 15, wherein the plant seed is a transformed seed. [17] A plant seed to which the pest control composition according to claim 10 is applied. [18] A method for preserving plant seeds, comprising applying the pest control composition according to claim 10 to plant seeds. [19] The storage method according to claim 18, wherein the application method to the plant seed is spraying treatment, smearing treatment, coating treatment, dipping treatment, powder coating treatment or fumigation smoke treatment. [20] A method for preserving a crop, which comprises applying the pest control composition according to claim 10 to a crop of an agricultural plant. [21] The method according to claim 20, wherein the application method of the agricultural plant to the harvest is spraying, smearing, coating, dipping, powdering, fumigation, smoke treatment or pressure injection. How to save.