Herbicides

Patent metadata

Field	Value
Publication number	US-11230538-B2
Application number	US-201716087074-A
Country	US
Kind code	B2
Filing date	Mar 16, 2017
Priority date	Mar 23, 2016
Publication date	Jan 25, 2022
Grant date	Jan 25, 2022

Abstract

The present invention relates to herbicidally active pyridino-/pyrimidino-pyridine derivatives. The invention further provides processes and intermediates used for the preparation of such derivatives. The invention further extends to herbicidal compositions comprising such derivatives, as well as to the use of such compounds and compositions in controlling undesirable plant growth: in particular the use in controlling weeds, in crops of useful plants.

First claim

The invention claimed is:

1. A compound of Formula (I)

or a salt or N-oxide thereof, wherein,
X 1 is N or CR 1 ;
R 1 is selected from the group consisting of hydrogen, halogen, cyano, C 1 -C 6 alkyl, C 3 -C 6 cycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 1 -C 6 alkoxy, —C(O)OC 1 -C 6 alkyl, —S(O) p C 1 -C 6 alkyl, NR 6 R 7 , C 1 -C 6 haloalkoxy and C 1 -C 6 haloalkyl;
R 2 is selected from the group consisting of halogen, cyano, nitro, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 3 -C 6 cycloalkyl, —C(O)OC 1 -C 6 alkyl, —S(O) p (C 1 -C 6 alkyl), C 1 -C 6 alkoxy and C 1 -C 6 haloalkoxy;
R 3 is —C(O)R 9 ;
R 6 and R 7 are independently selected from the group consisting of hydrogen and C 1 -C 6 alkyl;
R 4 and R 9 together with the atoms to which they are joined form a 5-7 membered ring system containing from 1 to 3 heteroatoms, wherein at least one heteroatom is N, and any additional heteroatom is independently selected from S, O and N and wherein when said ring system comprises a ring carbon directly bonded to the nitrogen to which R 4 is attached, said ring carbon is optionally substituted by an oxo moiety;
n is independently 0 or 1; and
p is 0, 1, or 2.

2. The compound of claim 1 , wherein X i is N.

3. The compound of claim 1 , wherein X i is CR 1 and R 1 is halogen or cyano.

4. The compound of claim 1 , wherein R 2 is halogen, cyano, C 1 -C 6 alkyl or C 1 -C 6 haloalkyl.

5. The compound of claim 1 , wherein the compound is selected from:

6. The compound of claim 1 , wherein the ring system formed by R 4 and R 9 is a 5- or 6-membered heterocyclic ring system.

7. The compound of claim 1 , wherein the ring system formed by R 4 and R 9 is selected from the group consisting of a pyrrolidinone, a pyrrolidinedione, and a piperidone ring.

8. The compound of claim 2 , wherein R 2 is halogen, cyano, C 1 -C 6 alkyl or C 1 -C 6 haloalkyl.

9. The compound of claim 8 , wherein the ring system formed by R 4 and R 9 is a 5- or 6-membered heterocyclic ring system.

10. The compound of claim 9 , wherein the ring system formed by R 4 and R 9 is selected from the group consisting of a pyrrolidinone, a pyrrolidinedione, and a piperidone ring.

11. The compound of claim 3 , wherein R 2 is halogen, cyano, C 1 -C 6 alkyl or C 1 -C 6 haloalkyl.

12. The compound of claim 8 , wherein the ring system formed by R 4 and R 9 is a 5- or 6-membered heterocyclic ring system.

13. The compound of claim 9 , wherein the ring system formed by R 4 and R 9 is selected from the group consisting of a pyrrolidinone, a pyrrolidinedione, and a piperidone ring.

14. A herbicidal composition comprising a compound of Formula (I) according to claim 1 and an agriculturally acceptable formulation adjuvant.

15. A herbicidal composition according to claim 14 , further comprising at least one pesticide.

16. A herbicidal composition according to claim 15 , wherein the pesticide is a herbicide or herbicide safener.

17. A method, comprising: applying to a weed or the locus of the weed a weed controlling amount of a compound of Formula (I) according to claim 1 .

Assignees

• Syngenta Participations Ag

Inventors

• Carter Neil Brian
• Briggs Emma
• Kitsiou Christiana
• Ling Kenneth
• Morris James Alan
• Tate Joseph Andrew
• Wailes Jeffrey Steven
• Williams John

Classifications

• C07D409/14

  containing three or more hetero rings · CPC title

• C07D401/04 Primary

  directly linked by a ring-member-to-ring-member bond · CPC title

• C07D213/75 Primary

  Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates · CPC title

• A01N43/40

  six-membered rings · CPC title

• C07D417/14

  containing three or more hetero rings · CPC title