Methods of soil pest control

Patent metadata

Field	Value
Publication number	US-9661850-B2
Application number	US-201314423177-A
Country	US
Kind code	B2
Filing date	Aug 9, 2013
Priority date	Aug 24, 2012
Publication date	May 30, 2017
Grant date	May 30, 2017

Abstract

The present invention relates to methods of controlling and/or preventing soil-dwelling pests in useful plants comprising applying to the locus of the useful plant or treating plant propagation material thereof with a compound of formula (I) wherein —B 1 —B 2 —B 3 — is —C═N—O—, —C═N—CH 2 —, —C═CH 2 —O— or —N—CH 2 —CH 2 —; L is a direct bond or methylene; A 1 and A 2 are C—H, or one of A 1 and A 2 is C—H and the other is N; X 1 is group X, formula (X) R 1 is C 1 -C 4 alkyl, C 1 -C 4 aloalkyl or C 3 -C 6 cycloalkyl; R 2 is chlorodifluoromethyl or trifluoromethyl; each R 3 is independently bromo, chloro, fluoro or trifluoromethyl; R 4 is hydrogen, halogen, methyl, halomethyl or cyano; R 5 is hydrogen; or R 4 and R 5 together form a bridging 1,3-butadiene group; p is 2 or 3. Preferably the soil-dwelling pest is selected from corn rootworm, wireworms, grubs, in particular white grubs (e.g. Phyllophaga sp., Diloboderus sp., Popillia japonica ), termites (in particular for sugar cane), subterraneous stinkbugs (e.g. Scaptocoris sp.), cutworms (e.g. agrotis sp.), millipedes (e.g. Julus sp.) and broca gigante (e.g. Telchin licus ).

First claim

The invention claimed is:

1. A method of controlling and/or preventing soil-dwelling pests in useful plants comprising applying to the locus of the useful plant or treating plant propagation material thereof with a compound of formula I

wherein
—B 1 —B 2 —B 3 — is —C═N—O—, —C═N—CH 2 —, —C═CH 2 —O— or —N—CH 2 —CH 2 —;
L is a direct bond or methylene;
A 1 and A 2 are C—H, or one of A 1 and A 2 is C—H and the other is N;
X 1 is group X

R 1 is C 1 -C 4 alkyl, C 1 -C 4 haloalkyl or C 3 -C 6 cycloalkyl;
R 2 is chlorodifluoromethyl or trifluoromethyl;
each R 3 is independently bromo, chloro, fluoro or trifluoromethyl;
R 4 is hydrogen, halogen, methyl, halomethyl or cyano;
R 5 is hydrogen;
or R 4 and R 5 together form a bridging 1,3-butadiene group;
p is 2 or 3,
and where the soil-dwelling pest includes at least one pest chosen from a wireworm; a grub; a white grub; a termite; a subterraneous stinkbug; a cutworm; a millipede; and a broca gigante.

2. A method according to claim 1 , wherein the compound of formula I is applied directly to soil.

3. A method according to claim 1 wherein the compound of formula I is applied to soil by treatment of a seed with a compound of formula I.

4. A method comprising applying a compound of formula I as defined in claim 1 to a field of corn plants, before, during or after planting, and wherein the application of the compound of formula I comprises applying the compound of formula I directly to soil.

5. A method according to claim 3 , wherein the compound of formula I is applied in-furrow.

6. A method according to claim 1 , wherein A 1 and A 2 are C—H, R 2 is trifluoromethyl, and R 5 is hydrogen, wherein the soil-dwelling pests are optionally wireworms.

7. A method according to claim 1 , wherein A 1 and A 2 are C—H, R 2 is trifluoromethyl, R 4 is methyl, R 5 is hydrogen, each R 3 is chlorine, p is 2, wherein the soil-dwelling pests are optionally wireworms.

8. A method according to claim 1 , wherein R 1 is methyl, ethyl, propyl, butyl, cyclopropyl, cyclobutyl, trifluoroethyl, difluoroethyl, wherein the soil-dwelling pests are optionally wireworms.

9. A method according to claim 1 , wherein R 1 is ethyl or trifluoroethyl, wherein the soil-dwelling pests are optionally wireworms.

10. A method according to claim 1 , wherein X 1 is 3,5-dichloro-phenyl, 3,5-dichloro-4-fluorophenyl-, 3,4,5-trichlorophenyl-, or 3,5-bis(trifluoromethyl)phenyl, wherein the soil-dwelling pests are optionally wireworms.

11. A method according to claim 1 , wherein —B 1 —B 2 —B 3 — is —C═N—O—, wherein the soil-dwelling pests are optionally wireworms.

12. A method according to claim 1 , wherein the compound of formula I is a mixture of compounds I* and I**

wherein the molar proportion of compound I** compared to the total amount of both enantiomers is greater than 50%, wherein the soil-dwelling pests are optionally wireworms.

13. A method according to claim 1 , wherein the compound of formula I is a mixture of compounds I′ and I″

(S═S stereochemistry, R═R stereochemistry)

wherein the molar proportion of compound I″ compared to the total amount of both enantiomers is greater than 50%, preferably wherein the soil-dwelling pests are wireworms.

14. A method for obtaining regulatory approval for the use of one or more of a compound of formula I as defined in claim 1 to control a pest selected from wireworms, grubs, in particular white grubs, termites, subterraneous stinkbugs, cutworms, millipedes and broca gigante, comprising at least one step of referring to, submitting or relying on biological data showing that said active ingredient reduces insect pressure.

Assignees

• Syngenta Participations Ag

Inventors

• El Qacemi Myriem
• Cassayre Jerome Yves
• Kurtz Benedikt

Classifications

• A01N43/80 Primary

  five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2 · CPC title

• G06Q30/018

  Certifying business or products · CPC title