SU803846A3 - Insecttiocidic composition - Google Patents

Abstract

of the Invention A composition of matter is described herein which is useful as an activator for insecticides. The activator composition is defined by the formula wherein R is selected from the group consisting of methyl, ethyl, n-propyl, i-propyl and i-butyl; R1 is selected from the group consisting of methyl, ethyl, n-propyl, i-propyl, n-butyl, and i-butyl; R2 is selected from the group consisting of phenyl, substituted phenyl wherein said substituents are selected from methyl, ethyl, i-propyl, t-butyl, methoxy, ethoxy and dimetylamino; phenalkyl and substituted phenalkyl wherein said substituents are selected from chlorine, methyl, i-propyl and methoxy.

Description

(54) INSECTICIDE COMPOSITION

the chain does not exceed 50 by weight of the formulation.

Examples of the preparation of compounds of general formula 1 ,.

Example 1. Obtaining 0,0-dimethyl-O-phenylphosphonate.

4.4 g (.0.11 mol) of finely divided sodium hydroxide was added to a solution of 9.4 g (0.1 mol of phenol in 100 ml of tetrahydrofuran) and the resulting mixture was stirred until a clear solution was obtained. Then the solution of phenol sodium was slowly added with stirring a solution of 16.0 g (60.1 mol) of 0-dimethylphosphochlortioate in 25 ml of tetrahydrofuran was added and the reaction mixture was heated under reflux for 30 minutes, then 100 ml of benzene was added to it. in separating crow Compounds of general formula

Room coi about e d wieim

Ke 10% sodium hydroxide solution and then twice with water, then dried over anhydrous magnesium sulphate and evaporated in vacuo to remove volatile substances. The residue gives 20.2 g of the desired product having p 1.5327.

Example 2, Preparation of 0,0-diethyl-0-phenylphosphonate.

The procedure described in Example 1 is reproduced with the difference that instead of O, 0-dimethylphosphochlorothioate, 18.9 g of 10.1 mol of 0.0-diethylphosphochlortioate are used. The yield of the target product is 24.6 g; p 1.5077,

Similarly, from the corresponding starting materials, other compounds of this row are also synthesized, which are listed in Table 1.

Table 1

5/0-R

, RrO-P o-R,

- CH,

- CH,

-CH.

-CH.

- CH,

- CH,

-CH.

-CH.

5-CHj-CH

DOS

6-CH, -CHjj

7-CHj-CH

OCgHj

CHj

- / l-in CHj

8038466

The continuation of the table.1.

sn,

CHj-C-CHj

-СНа-СНз

9-СН-CHj

10-CHj-CHj

11-CHj-CH

12-CH-CH3

YNZ

// h

SNS

CHj-N-SND /

OCHj /

CH,

OCHj U

cn cn

N

13-CH | -SK

SNS

SN / NZ

sn

1A-CHj-CH3

sn

 CHj

cn cn

15 —CHN-CH —CHN-CH —CH, —CH, - / L

CH,

/ n –sn OH

CIL

SNS

Continued table. one

-OHg-CHj

17-СНз-СНз

SI

1 8 -sn, -sn.

- СНг- СНг- ,,

9-SI,

-sn

I CrH5

- CH,

-snz

20

- SI, - SNi SI,

21d

sn,

- With I sleep.

-CN

22

23-С Н -СзН

CH

CH,

l

I

-sn dream -sn

sn,

CHj tiHj-CH

sn

t

26

CH ,,, - CH

803846IP

Continued table. one

CHj

-CHi-OH I CH

3

dH, 27-CH -CH

-СНг-СНг28-C HS

29-C H

30-C Hg-CjHg

31-C H

32-C Hj-CjHy

33-C Hj

- /

- CHr SS

- SNG-SNGOH

J

.CHj

CHj CH,

CH, GH,

CH,

31

- SI;

35

.-CH, 80384612

eleven

Continued table. one

37

39

-CjH

kO

S L N

-sn, osn

41 -CH.

2

42-CH

43 -CH

44 Below are examples of evaluating the effectiveness of the insecticidal composition A. The test object is black bean tl (Aphis fabae) (B8A). Nasturtium seedlings (Throeo1 urn sp. Having a height of approximately 2-3 inches (5 / 08-7.62 cm) are transplanted into sandy-limestone suspension) placed in 3-inch clay pots and contaminated with 50-75 individuals m , mixed age. After 24 hours, the seedlings are sprayed with aqueous suspensions of insecticides (to the state in which the spray liquid begins to drain from the castings), the recipe of which includes 50% of the wetted powder and insecticides. Suspensions are prepared by mixing equal parts of the insecticide and activator dissolved in tap water and diluting the resulting concentrated systems with tap water. The concentrations of both the toxicant and the activator at which the tests are carried out vary from 0.05% to the concentration at which 50% of the bean aphids dying on the seedlings die, which are recorded 48 hours after spraying the plants, and the LD value Q is expressed through the concentration of the active ingredient in the solution. B. The object of a butterfly-bear (Estigmene asgea, Orury) (SMC). Test solutions are prepared by dissolving equal amounts of J inducticide and activator in an aqueous acetone mixture prepared at a ratio of 50:50. Diced leaves of stupid sorrel (Rumex obtusiplius) 1-1.5 inches long (2.543, 81 cm) are immersed for 1-2 s in the appropriate test solutions, and then transferred to a wire sieve for drying. The dried leaves are placed on the moistened pieces of filter paper, placed in a Petri dish, and they are planted on them with 5 faces of a bear of the third age. After 48 h, the percentage of mortality of the larvae is recorded, at which the value of LD CQ is expressed in terms of the concentration of the active ingredient in the acetone solution; B. Test object scoop cabbage (Tr1chopiusia ni) (CL). Tests in this series of experiments were carried out in the same way as in experiments with a bear butterfly, with the only difference being that instead of sorrel stupid as a host plant, white cabbage leaves (Brassica oleracla) are used. D. The test object of a tobacco leaf is a clot-leg (Heliothis virescen (TBW)). The test method was in this case the same as in a bear butterfly experiment, except that instead of a thick-leaved sorrel, the host plant used Romanian lettuce (lettuce) La tuca sa ti va. D. Test object beet scoop-walking worm (Spodoptiera e exigua Hubner) (BAW).

0.042.0

+ co0, 0050.03 1

0,250,1

№ 1

8,03,33 fees

+ co0, 0070.03 2

0.050.1

 2

5,71,66 wats

+ co0, 03 3 0.05

 3 1.33 wats

+ co0, 0070.05 4

0.1

0.5

0.2

0,0050,005

0.1OL.

16,1613.33

0,0080,01

0,10,1

10,46,66

0.030.02

0,10,1

2,783,33

0,010,007 The test procedure is the same as in the bear butterfly experiment, except for the fact that instead of stupid sorrel, leaves of Romanian lettuce (Latuca sativa) are used as a host plant. The activation factor (F.D. is determined by the formula, taking into account the expected insecticidal effect for a specific combination of two insecticidal agents by the formula. LD insecticide XY + 1 FAA LD pInsecticide Experimental LD50 value of the mixture, where X is the ratio of the percentage or weight of the synergist (activator) to the percentage or weight of the insecticide, Y is the ratio of LD of the insecticide to LD5JJ of the sykergist. The experimentally found value of LD50 of the mixture is expressed only in terms of the amount of insecticide. This is the ratio of the expected LD gg of the mixture to the experimentally found LD value. When the observed toxic effect is greater than the expected activation factor is greater than 1. This indicates a manifestation of synergy. The test results are presented in Table 2. Table 2

1580384616

Continued table. 2

Continued table. 2

 t803846

active beginning of LD e, J

activation factor tshvl TL pg BW in AW5

Insecticide + compound No. 230.01-0.01-0.008

Connection No. 230,05-0,03-0,06

Activation factor4.2-2.3-5.77

Insecticide + compound No. 24--0,010,020,008

Connection No. 24--0,030,090,1

Asset factor 1i -2,33,88,33

Insecticide + compound f250,00330,03 -0,020,02

Connection W250,050,1-0,10,1

Activation factor7,43,33-4,13,33

Insecticide 4 connection 260,02-0,020,020,007

Connection No. 260,05-0,10,10,1

Activation factor1.1-1,664,19,. Insecticide + compound No. 270.02-0.020.02

Connection № 270,0-О, 0, l

Activation factor1,1-1,664,167

Insecticide - (- Compound No. 280.01-0.0050,0090.009

Connection # 280,05-0,10,10,1

Fact-p activation2,2-10,09,267,41

Insecticide + compound g 290,003-0,0070,020,01

Connection No. 290,05-0,10,10,1

Activation factor7.1-7,144,1676.66

Insecticide + Compound No. 300.01-0.020.0050.02

Connection W300,05-0,10,10,1

Activation factor2.2-1 ,,, 33

Insecticide + Compound No. 310.01-0.020.0030.02

Connection No. 310,05-0,10,10,1

Activation factor2.2-1 ,,, 33

Insecticide 4 compound W32.0.0 --0.070, OG1

Continue to aol. ;;

Connection 9 32 Activation factor

Insecticide + compound 33

Connection number 33 Activation factor

Insecticide h- compound number 34

Connection number 34 Activation factor

Insecticide + JS compound

Connection No. 35 Activation factor

Insecticide + compound No. 36

Connection No. 36 Activation factor

Insecticide - compound No. 37

Connection No. 37 Activation factor

Insecticide + compound No. 38 Compound No. 38 Activation factor

Insecticide + Connection No. 39

Connection number 39 Activation factor

Insecticide + compound W 40

Compound No. 40 Activator Factor Insecticide + Compound No. 41

Continued table. 2

0,10,1

1, 4

0.02 -0.02

0.1-0.1

1.66 -5-3.33

ОУОЗ 0,003 0,02 0,10,10,1

1.66 27., 83.33

0.02 0.003 0.01 0.09 0.10.1

2.37 27, 66

0,006 0,007 0,007 0,06 0,030,08

6.25 4.08.15

0,009

0.1

7.41

0,0050,008

0.060.1

10.88.33

0,0030,005

0.070.1

2,513,33

0,070,009

0,10,1

1,27,40

0.030.007 0.02

Continued table. 2

Claims (1)

Claim An insecticidal composition containing an active principle based on 0,0-dimethyl-5-phthalimidomethyldithiophosphate and an additive selected from the group: excipient, carrier, excipient and join with the fact that, in order to enhance the insecticidal effect, it additionally contains as activator a compound of the general formula § 0-R R-0-Pxo-r, where .R is alkyl C, -Cd, ’ R ₄ is alkyl C ί-Cd; Rj is phenyl, phenyl substituted with Cj, C ₅ , C ^ -alkyl, methoxy, ethoxy, dimethylamine, methylenedioxy, with the number of substituents 1.2 or 3, phenylalkyl with 1-3 carbon atoms in the alkyl part, benzyl substituted with chlorine, methyl, isopropyl, methoxy with the number of substituents 1 or 2, with a ratio of 0,0-dimethyl-5-phthalimidomethyldithiophosphate and activator equal to 1: 1, in an amount of 50-100 wt.% a mixture of the active principle and activator.