IP Library Granted Patent US 9,474,279
Granted Patent B2
US 9,474,279 · App. 14/423,226 · Granted Oct 25, 2016

Methods of controlling insects

Inventors: Myriem El Qacemi (Stein, CH); Jerome Yves Cassayre (Stein, CH)
Assignee: Syngenta Participations AG
A01N43/80C07D261/04C07D413/12G06Q30/018
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Quick Facts
Patent No.
US 9,474,279
App. No.
14/423,226
Granted
Oct 25, 2016
Kind
B2
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.

Claims (28)

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.

Assignments (2)
MERGER AND CHANGE OF NAME Recorded Mar 14, 2025
From: SYNGENTA PARTICIPATIONS AG; SYNGENTA PARTICIPATIONS AG
To: SYNGENTA CROP PROTECTION AG
Reel/Frame 070517/0654 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 26, 2015
From: EL QACEMI, MYRIEM; CASSAYRE, JEROME
To: SYNGENTA PARTICIPATIONS AG
Reel/Frame 035709/0914 →
Priority Claims (2)
EP 12181766 · Aug 24, 2012 · regional
EP 12195026 · Nov 30, 2012 · regional
Continuity (1)
Related Publication 20150250178A1 · Sep 10, 2015