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AR087528A1 - Cetoenoles sustituidos con 1,2,4-triazolilo - Google Patents

Cetoenoles sustituidos con 1,2,4-triazolilo

Info

Publication number
AR087528A1
AR087528A1 ARP120102964A ARP120102964A AR087528A1 AR 087528 A1 AR087528 A1 AR 087528A1 AR P120102964 A ARP120102964 A AR P120102964A AR P120102964 A ARP120102964 A AR P120102964A AR 087528 A1 AR087528 A1 AR 087528A1
Authority
AR
Argentina
Prior art keywords
substituted
represent
alkyl
necessary
heteroatom
Prior art date
Application number
ARP120102964A
Other languages
English (en)
Inventor
Dr Gatzweiler Elmar
Dr Giencke Wolfgang
Dr Lehr Stefan
Dr Fischer Reiner
Dr Hauser-Hahn Isolde
David Dr Lindell Stephen
Dr Heinemann Ines
Dr Rosinger Christopher
Original Assignee
Bayer Ip Gmbh
Bayer Cropscience Ag
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer Ip Gmbh, Bayer Cropscience Ag filed Critical Bayer Ip Gmbh
Publication of AR087528A1 publication Critical patent/AR087528A1/es

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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/76—1,3-Oxazoles; Hydrogenated 1,3-oxazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/84—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,4
    • A—HUMAN NECESSITIES
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/86—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A—HUMAN NECESSITIES
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
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    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
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    • A01N47/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom containing —O—CO—O— groups; Thio analogues thereof
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    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/18—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, directly attached to a heterocyclic or cycloaliphatic ring
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    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00—Antiparasitic agents
    • C—CHEMISTRY; METALLURGY
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D273/00—Heterocyclic compounds containing rings having nitrogen and oxygen atoms as the only ring hetero atoms, not provided for by groups C07D261/00 - C07D271/00
    • C07D273/02—Heterocyclic compounds containing rings having nitrogen and oxygen atoms as the only ring hetero atoms, not provided for by groups C07D261/00 - C07D271/00 having two nitrogen atoms and only one oxygen atom
    • C07D273/06—Seven-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
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    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
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    • C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
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    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
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    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
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    • C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
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  • Dentistry (AREA)
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  • Chemical Kinetics & Catalysis (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

La presente se refiere a compuestos de la fórmula (14), varios procedimientos e intermedios para su preparación y su uso como agente para combatir plagas y/o herbicidas. Además la presente se refiere a agentes herbicidas selectivos que por una parte contienen los cetoenoles sustituidos con 1,2,4-triazolilo y por la otra contienen el compuesto que mejora la tolerancia por plantas de cultivo, y a su aplicación en la protección de plantas como insecticidas y/o acaricidas y/o para evitar el crecimiento no deseado de plantas. Reivindicación 1: Compuestos de la fórmula (14) en la que X, Y independientemente entre sí representan hidrógeno, representan alquilo, alquenilo, alquinilo, cicloalquilo, cicloalquenilo, cicloalquilalquilo, cicloalquilalquenilo, cicloalquilalquinilo, cicloalquenilalquilo mono- o polisustituidos respectivamente dado el caso con halógeno, alcoxi, alquil-S(O)ₙ, haloalcoxi, haloalquil-S(O)ₙ, ciano o nitro, representan alcoxicarbonilalquilo, N,N-dialquilaminocarbonilalquilo, N,N-dialquilaminoalquilo o representan arilo, arilalquilo, arilalquenilo, arilalquinilo, hetarilo, hetarilalquilo, hetarilalquenilo, hetarilalquinilo, heterociclilo, heterociclilalquilo, N-alquil-N-arilaminocarbonilalquilo, N-alquil-N-hetarilaminocarbonil-alquilo, N-alquil-N-arilaminoalquilo mono- o polisustituidos dado el caso con halógeno, alquilo, haloalquilo, alcoxi, haloalcoxi, alquil-S(O)ₙ, haloalquil-S(O)ₙ, ciano o nitro; CKE representa uno de los grupos de fórmula (1) a (11), en los que U representa -S-, -S(O)-, -S(O)₂-, -O-, un resto de fórmula (12), un grupo S=N, S(O)=N o >C=N, o representa alquileno C₁₋₄ eventualmente sustituido con Q³ y Q⁴, que dado el caso puede estar interrumpido por oxígeno; A representa hidrógeno, representa alquilo, alquenilo, alcoxialquilo, alquiltioalquilo, cicloalquilo saturado o insaturado, eventualmente sustituido, en el que dado el caso al menos un átomo anular está sustituido con un heteroátomo, sustituidos respectivamente dado el caso con halógeno, o arilo, arilalquilo o hetarilo sustituidos respectivamente dado el caso con halógeno, alquilo, haloalquilo, alcoxi, haloalcoxi, ciano o nitro; B representa hidrógeno, alquilo, alcoxialquilo o cicloalquilo; o A y B junto con el átomo de carbono al que están unidos representan un ciclo saturado o insaturado, sustituido o no sustituido que dado el caso contiene al menos un heteroátomo; D representa hidrógeno o un resto dado el caso sustituido de la serie alquilo, alquenilo, alquinilo, alcoxialquilo, cicloalquilo saturado o insaturado, en el que dado el caso están sustituidos uno o varios miembros del anillo con heteroátomos, representan respectivamente dado el caso arilalquilo, arilo, hetarilalquilo o hetarilo sustituidos; o A y D junto con los átomos a los que están unidos representan un ciclo saturado o insaturado, sustituido o no sustituido en la parte A,D que dado el caso contiene al menos un heteroátomo (en el caso de CKE = al grupo de fórmula (8) y (11) uno adicional); o A y Q¹ en conjunto representan respectivamente alcanodiilo o alquenodiilo eventualmente sustituido que dado el caso pueden estar interrumpidos por al menos un heteroátomo, un grupo de fórmula (12) o un grupo >C=N sustituido; o B y Q² junto con los átomos a los que están unidos, representan un ciclo sustituido o no sustituido en la parte B, Q², saturado o insaturado y que dado el caso contiene al menos un heteroátomo; o D y Q¹ junto con los átomos a los que están unidos, representan un ciclo saturado o insaturado, sustituido o no sustituido en la parte D, Q² y que dado el caso contienen al menos un heteroátomo; n representa 0, 1 ó 2; Q¹ representa hidrógeno, alquilo, alcoxialquilo, dado el caso cicloalquilo sustituido, en el que dado el caso un grupo metileno está sustituido con oxígeno o azufre o representa dado el caso fenilo sustituido; Q², Q⁴, Q⁵ y Q⁶ independientemente entre sí representan hidrógeno o alquilo; Q³ representa hidrógeno, representa respectivamente dado el caso alquilo, alcoxi, alquiltio, alcoxialquilo, alquiltioalquilo sustituido, dado el caso cicloalquilo sustituido, en el que dado el caso uno o dos grupos metileno están reemplazados por oxígeno o azufre o representa dado el caso fenilo sustituido; o Q¹ y Q² junto con el átomo de carbono al que están unidos, representan un ciclo sustituido o no sustituido que dado el caso contienen un heteroátomo; o Q³ y Q⁴ junto con el átomo de carbono al que están unidos, representan un ciclo saturado o insaturado, sustituido o no sustituido que dado el caso contienen al menos un heteroátomo; o A y Q³ junto con el átomo de carbono al que están unidos, representan un ciclo saturado o insaturado, sustituido o no sustituido que dado el caso contienen al menos un heteroátomo; o A y Q⁵ junto con el átomo de carbono al que están unidos, representan un ciclo saturado o insaturado, sustituido o no sustituido que dado el caso contiene al menos un heteroátomo; G representa hidrógeno, E o representa uno de los restos del grupo de fórmulas (13), en el que E representa un equivalente de un ión metálico o un ión de amonio; L representa oxígeno o azufre; M representa oxígeno o azufre; R¹ representa respectivamente alquilo, alquenilo, alcoxialquilo, alquiltioalquilo, polialcoxialquilo dado el caso sustituido con halógeno o representa cicloalquilo dado el caso sustituido con halógeno, alquilo o alcoxi, que puede estar interrumpido por al menos un heteroátomo, representa respectivamente fenilo, fenilalquilo, hetarilo, fenoxialquilo o hetariloxialquilo dado el caso sustituido; R² representan respectivamente alquilo, alquenilo, alcoxialquilo, polialcoxialquilo dado el caso sustituido con halógeno o representan respectivamente cicloalquilo, fenilo o bencilo dado el caso sustituido; R³, R⁴ y R⁵ independientemente entre sí representan respectivamente alquilo, alcoxi, alquilamino, dialquilamino, alquiltio, alqueniltio, cicloalquiltio dado el caso sustituido con halógeno o representan respectivamente fenilo, bencilo, fenoxi o feniltio dado el caso sustituido; R⁶ y R⁷ independientemente entre sí representan hidrógeno, representan respectivamente alquilo, cicloalquilo, alquenilo, alcoxi, alcoxialquilo dado el caso sustituido con halógeno, representan fenilo dado el caso sustituido, representan bencilo dado el caso sustituido o junto con el N átomo al que están unidos, representan un ciclo dado el caso interrumpido con oxígeno o azufre.
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WO2013021044A1 (de) 2013-02-14
US9198432B2 (en) 2015-12-01
CA2855948C (en) 2020-07-28
EP2742030A1 (de) 2014-06-18
CN103857661A (zh) 2014-06-11
CA2855948A1 (en) 2013-02-14
EP2742030B1 (de) 2016-07-27
JP2014522877A (ja) 2014-09-08
CN103857661B (zh) 2016-11-16
JP6042433B2 (ja) 2016-12-14
AU2012293611B2 (en) 2017-02-09
AR118706A2 (es) 2021-10-27
AU2012293611A1 (en) 2014-02-27

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