Herbicidally active 3-phenylisoxazoline-5-carboxamides of cyclopentenylcarboxylic acid derivatives

Patent metadata

Field	Value
Publication number	US-12319664-B2
Application number	US-201916963995-A
Country	US
Kind code	B2
Filing date	Jan 21, 2019
Priority date	Jan 25, 2018
Publication date	Jun 3, 2025
Grant date	Jun 3, 2025

Abstract

Herbicidally active 3-phenylisoxazoline-5-carboxamides of cyclopentenylcarboxylic acid derivatives
The invention relates to 3-phenylisoxazoline-5-carboxamides of cyclopentenylcarboxylic acid derivatives of the general formula (I) and their agrochemically acceptable salts

and to their use in the crop protection sector.

First claim

The invention claimed is:

1. A 3-phenylisoxazoline-5-carboxamide of formula (I)

and/or an agrochemically acceptable salt thereof, in which
G represents a group of formula OR 4 ;
R 1 and R 2 represent hydrogen;
R 3 represents a vinyl group;
R 4 represents a methyl group;
Y represents oxygen;
W represents oxygen;
Z represents a group Z-1:

where the arrow in each case denotes a bond to the group C=W of formula (I);
R 10 represents halogen, cyano or CO 2 R 7 ,
or
represents (C 1 -C 2 )-alkyl or (C 1 -C 2 )-alkoxy, each of which is substituted by m radicals from the group consisting of fluorine and chlorine;
X 2 , X 4 and X 6 each represent hydrogen;
X 3 and X 5 each represent fluorine
R 7 represents hydrogen,
or
represents (C 1 -C 6 )-alkyl, (C 3 -C 6 )-cycloalkyl, (C 3 -C 4 )-alkenyl or (C 3 -C 4 )-alkynyl, each of which is substituted by m radicals from the group consisting of halogen, cyano and (C 1 -C 2 )-alkoxy;
k represents the number 0, 1 or 2; where for k >1 R 10 independently of the others may be identical or different;
m represents the number 0, 1, 2, 3, 4 or 5; and
n represents the number 0, 1 or 2.

2. The compound according to claim 1 , where R 10 represents fluorine, chlorine, cyano, CO 2 H, CO 2 CH 3 or CO 2 CH 2 CH 3 , or represents (C 1 -C 2 )-alkyl or (C 1 -C 2 )-alkoxy, each of which is substituted by m radicals from the group consisting of fluorine and chlorine.

3. The compound according to claim 1 , where R 7 represents hydrogen, or represents (C 1 -C 6 )-alkyl or (C 3 -C 6 )-cycloalkyl, each of which is substituted by m radicals from the group consisting of fluorine, chlorine and (C 1 -C 2 )-alkoxy.

4. The compound according to claim 1 , where the number m is 0, 1, 2 or 3.

5. A herbicidal composition or plant growth-regulating composition, comprising one or more compounds of formula (I) or salts thereof according to claim 1 .

6. The herbicidal composition or plant growth-regulating composition according to claim 5 , further comprising a formulation auxiliary.

7. The herbicidal composition or plant growth-regulating composition according to claim 5 , further comprising at least one additional active compound from the group of insecticides, acaricides, herbicides, fungicides, safeners and/or growth regulators.

8. The herbicidal composition or plant growth-regulating composition according to claim 5 , further comprising a safener.

9. The herbicidal composition or plant growth-regulating composition according to claim 8 , in which the safener is selected from the group consisting of mefenpyr-diethyl, cyprosulfamide, isoxadifen-ethyl, cloquintocet-mexyl, benoxacor and dichlormid.

10. A method of controlling one or more monocotyledonous or dicotyledonous plants, comprising applying an effective amount of at least one compound of claim 1 or of a composition thereof to the plants.

11. The compound according to claim 1 for controlling one or more monocotyledonous or dicotyledonous plants.

12. The compound according to claim 11 , wherein the compound is used for controlling one or more monocotyledonous or dicotyledonous plants in one or more crops of useful plants.

13. The compound according to claim 12 , wherein the useful plants are transgenic useful plants.

14. The composition according to claim 5 for controlling one more monocotyledonous or dicotyledonous plants.

15. The composition according to claim 14 , wherein the composition is used for controlling one or more monocotyledonous or dicotyledonous plants in one or more crops of useful plants.

16. The composition according to claim 15 , wherein the useful plants are transgenic useful plants.

Assignees

• Bayer Ag

Inventors

• Bojack Guido
• Law Katherine Rose
• Van Almsick Andreas
• Haaf Klaus Bernhard
• Dietrich Hansjoerg
• Gatzweiler Elmar
• Machettira Anu Bheemaiah
• Rosinger Christopher Hugh
• Asmus Elisabeth

Classifications

• A01N43/80

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

• A01N25/32

  Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions · CPC title

• A01P13/02

  selective · CPC title

• C07D413/12

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

• C07D261/04 Primary

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