Amidine substituted benzoyl derivatives useful as herbicides

Patent metadata

Field	Value
Publication number	US-11272709-B2
Application number	US-201916963061-A
Country	US
Kind code	B2
Filing date	Jan 16, 2019
Priority date	Jan 19, 2018
Publication date	Mar 15, 2022
Grant date	Mar 15, 2022

Abstract

The present invention related to compounds of Formula (I): or an agronomically acceptable salt thereof, wherein Q, X, Z, R2 and R3 areas described herein. The inventions further relates to compositions comprising said compounds, to methods of controlling weeds using said compositions, and to the use of Compounds of Formula (I) as a herbicide.

First claim

The invention claimed is:

1. A compound of Formula (I):

or an agronomically acceptable salt thereof, wherein:
R 2 is selected from the group consisting of halogen, C 1 -C 6 alkyl, C 3 -C 6 -cycloalkyl, C 1 -C 6 haloalkyl and —S(O) p C 1 -C 6 alkyl;
R 3 is selected from the group consisting of halogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl and -S(O) p C 1 -C 6 alkyl;
Q is selected from the group consisting of Q 1 , Q 2 and Q 3 ;

R 1a is C 1 -C 4 alkyl- or C 1 -C 3 -alkoxy-C 1 -C 3 -alkyl-;
R 1b is selected from the group consisting of hydrogen, C 1 -C 4 alkyl- and C 1 -C 3 -alkoxy-C 1 -C 3 -alkyl-;
A 1 is selected from the group consisting of O, C(O) and (CR e R f );
R a , R b , R c , R d , R e and R f are each independently selected from the group consisting of hydrogen and C 1 -C 4 alkyl wherein R a and R c may together form a C 1 -C 3 alkylene chain.
X is —(CH 2 ) n - or —(CH 2 ) n - O—(CH 2 ) n -;
n is independently selected from 0, 1 and 2;
Z is Z 1 or Z 2

R 4 is selected from the group consisting of hydrogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl and C 3 -C 6 cycloalkyl;
R 5 is selected from the group consisting of hydrogen, C 1 -C 6 alkyl and C 1 -C 6 haloalkyl;
R 6 is selected from the group consisting of hydrogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, cyano and phenyl wherein the phenyl is optionally substituted by 1, 2 or 3 substituents selected from the group consisting of halogen, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl and C 1 -C 6 alkoxy; or
R 5 and R 6 together are —CH 2 CH 2 CH 2 CH 2, —CH 2 CH 2 CH 2 CH 2 CH 2 - or —CH 2 CH 2 OCH 2 CH 2 -; and
R 7 is selected from the group consisting of hydrogen and C 1 -C 6 alkyl;
R 8 is selected from the group consisting of hydrogen, C 1 -C 6 alkyl, C 1 -C 6 -haloalkyl and C 3 -C 6 -cycloalkyl;
R 9 is selected from the group consisting of hydrogen, cyano, C 1 -C 6 alkyl and C 1 -C 6 alkoxy-; and
p=0, 1 or 2.

2. The compound according to claim 1 , wherein R 2 is selected from the group consisting of methyl, Cl, —CF 3 and —SO 2 methyl.

3. The compound according to claim 1 , wherein R 3 is selected from the group consisting of methyl, Cl, —CF 3 and —SO 2 methyl.

4. The compound according to claim 1 , wherein R 1 is selected from the group consisting of methyl, ethyl and n-propyl.

5. The compound according to claim 1 , wherein Q is Q 1 and Z is Z 1 .

6. The compound according to claim 5 , wherein X is —(CH 2 ) n - and n is 0.

7. The compound according to claim 1 , wherein Q is Q 2 and Z is Z 1 .

8. The compound according to claim 7 , wherein X is —CH 2 O—.

9. The compound according to claim 1 , wherein Q is Q 3 and Z is Z 1 .

10. The compound according to claim 1 , wherein Q is Q 1 and Z is Z 2 .

11. A herbicidal composition comprising a compound according to claim 1 and an agriculturally acceptable formulation adjuvant.

12. A herbicidal composition according to claim 11 , further comprising at least one additional pesticide.

13. A herbicidal composition according to claim 12 , wherein the additional pesticide is a herbicide or herbicide safener.

14. A method of controlling weeds at a locus comprising applying to the locus of a weed controlling amount of a composition according to claim 1 .

Assignees

• Syngenta Participations Ag

Inventors

• Burton Paul Matthew
• Smith Alexander Martin Richard
• Emery Katie

Classifications

• A01N37/52

  containing [IMAGE cpc-sch-A01N-0939.gif] groups, e.g. carboxylic acid amidines · CPC title

• C07D271/113

  with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical · CPC title

• C07C317/40

  Y being a hydrogen or a carbon atom · CPC title

• C07C251/16

  containing six-membered aromatic rings · CPC title

• C07C251/24

  having carbon atoms of imino groups bound to carbon atoms of six-membered aromatic rings · CPC title