Methods of controlling insects

Patent metadata

Field	Value
Publication number	US-9474279-B2
Application number	US-201314423226-A
Country	US
Kind code	B2
Filing date	Aug 9, 2013
Priority date	Aug 24, 2012
Publication date	Oct 25, 2016
Grant date	Oct 25, 2016

Abstract

The present invention provides methods comprising applying to a crop of rice plants, the locus thereof, or propagation material thereof, 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. Preferably the methods are for control of stemborer, leaffolder, hoppers, Gall midge, whorl maggot, Rice bugs, and/or Black bugs.

First claim

The invention claimed is:

1. A method for controlling the infestation of at least one of stemborer, leaffolder, hopper, Gall midge, whorl maggot, Rice bug, and Black bug in rice, the method comprising applying to a crop of rice plants, the locus thereof, or propagation material thereof, a compound of formula I

wherein
—B 1 —B 2 —B 3 — is —C═N—O—, —C═N—CH 2 —, or —C═CH 2 —O—;
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.

2. The method according to claim 1 , wherein the method is a method of controlling infestation of stemborer in rice.

3. A method of controlling infestation of a pest chosen from at least one of a stemborer and a leaffolder in a crop of useful plants comprising applying to a crop of useful plants, the locus thereof, or propagation material thereof, a compound of formula I as defined in claim 1 .

4. The method according to claim 1 , wherein the method is a method of controlling infestation of leaffolder.

5. The method according to claim 1 , wherein the method is a method of controlling infestation of a pest chosen from at least two of a hopper, a gallmidge, a whorl maggot, a Rice bug, and a Black bug.

6. A method of controlling infestation of a pest chosen from at least one of a hopper, a gallmidge, a whorl maggot, a Rice bug, and a Black bug in a crop of useful plants comprising applying to a crop of useful plants, the locus thereof, or propagation material thereof, a compound of formula I as defined in claim 1 .

7. The 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 method is a method of controlling infestation of hoppers or stemborer.

8. The 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 method is a method of controlling infestation of hoppers or stemborer.

9. The method according to claim 1 , wherein R 1 is methyl, ethyl, propyl, butyl, cyclopropyl, cyclobutyl, trifluoroethyl, difluoroethyl, wherein the method is a method of controlling infestation of hoppers or stemborer.

10. The method according to claim 1 , wherein R 1 is ethyl or trifluoroethyl, wherein the method is a method of controlling infestation of hoppers or stemborer.

11. The 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 method is a method of controlling infestation of hoppers or stemborer.

12. The method according to claim 1 , wherein —B 1 —B 2 —B 3 —is —C═N—O—, wherein the method is a method of controlling infestation of hoppers or stemborer.

13. The 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 l** compared to the total amount of both enantiomers is greater than 50%, wherein the method is a method of controlling infestation of hoppers or stemborer.

14. 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 method is a method of controlling infestation of hoppers or stemborer.

Assignees

• Syngenta Participations Ag

Inventors

• El Qacemi Myriem
• Cassayre Jerome Yves

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

• C07D261/04

  having one double bond between ring members or between a ring member and a non-ring member · CPC title

• C07D413/12

  linked by a chain containing hetero atoms as chain links · CPC title

• G06Q30/018

  Certifying business or products · CPC title