4-amino-6-(heterocyclic)picolinates and 6-amino-2-(heterocyclic)pyrimidine-4-carboxylates and their use as herbicides

• US 9,278,985 B2
• Filed: 11/13/2014
• Issued: 03/08/2016
• Est. Priority Date: 03/15/2013
• Status: Active Grant

• Current Assignee: Corteva Agriscience LLC (Corteva, Inc.)
• Original Assignee: Dow Agrosciences LLC (Corteva, Inc.)
• Inventors: Eckelbarger, Joseph D., Epp, Jeffrey B., Fields, Stephen Craig, Fischer, Lindsey G., Giampietro, Natalie C., Guenthenspberger, Katherine A., Lowe, Christian T., Petkus, Jeff, Roth, Joshua, Satchivi, Norbet M., Schmitzer, Paul R., Siddall, Thomas L., Wang, Nick X.
• Primary Examiner(s): Haghighatian, Mina
• Assistant Examiner(s): HIRT, ERIN E
• Application Number:
  US14/540,547
• Publication Number:
  US 20150126366A1
• Time in Patent Office: 481 Days
• Field of Search: None
• US Class Current: 1/1
• CPC Class Codes: A01N 43/40 six-membered rings
• CPC Class Codes: A01N 43/52 condensed with carbocyclic rings, e.g. benzimidazoles
• CPC Class Codes: A01N 43/54 1,3-Diazines; Hydrogenated 1,3-diazines
• CPC Class Codes: A01N 43/56 1,2-Diazoles; Hydrogenated 1,2-diazoles
• CPC Class Codes: A01N 43/647 Triazoles; Hydrogenated triazoles
• CPC Class Codes: A01N 43/76 1,3-Oxazoles; Hydrogenated 1,3-oxazoles
• CPC Class Codes: A01N 43/78 1,3-Thiazoles; Hydrogenated 1,3-thiazoles
• CPC Class Codes: A01N 43/80 five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
• CPC Class Codes: A01N 55/00 Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur containing organo-phosphorus compounds A01N57/00
• CPC Class Codes: C07D 401/04 directly linked by a ring-member-to-ring-member bond
• CPC Class Codes: C07D 403/04 directly linked by a ring-member-to-ring-member bond
• CPC Class Codes: C07D 405/04 directly linked by a ring-member-to-ring-member bond
• CPC Class Codes: C07D 409/04 directly linked by a ring-member-to-ring-member bond
• CPC Class Codes: C07D 413/04 directly linked by a ring-member-to-ring-member bond
• CPC Class Codes: C07D 417/04 directly linked by a ring-member-to-ring-member bond
• CPC Class Codes: C07F 7/0803 Compounds with Si-C or Si-Si linkages

Abstract

4-Amino-6-(heterocyclic)picolinic acids and their derivatives; 6-amino-2-(heterocyclic)pyrimidine-4-carboxylates and their derivatives; and methods of using the same as herbicides.

Claims

1. A compound defined by the formula below

2. The compound of claim 1, wherein R^1′

is hydrogen or C₁-C₄ alkyl.

3. The compound of claim 2, wherein R^1′

is hydrogen.

4. The compound of claim 3, wherein the compound is

5. The compound of claim 2, wherein R^1′

is C₁-C₄ alkyl.

6. The compound of claim 5, wherein R^1′

is methyl.

7. The compound of claim 6, wherein the compound is

8. The compound of claim 1, wherein R^1′

is a substituted or unsubstituted C₈ arylalkyl group.

9. The compound of claim 8, wherein R^1′

is a benzyl group.

10. A herbicidal composition comprising a compound of claim 1 and an agriculturally acceptable adjuvant or carrier.

11. The composition of claim 10, further comprising an additional herbicidal compound.

12. The composition of claim 10, further comprising a safener.

13. The composition of claim 10, wherein the compound is

14. The composition of claim 10, wherein the compound is

15. A method of controlling undesirable vegetation comprising applying to vegetation or an area adjacent the vegetation or applying to soil or water to control the emergence or growth of vegetation a herbicidally effective amount of a compound of claim 1.

16. A method of controlling undesirable vegetation comprising applying to vegetation or an area adjacent the vegetation or applying to soil or water to control the emergence or growth of vegetation a herbicidally effective amount of a compound of claim 3.

17. A method of controlling undesirable vegetation comprising applying to vegetation or an area adjacent the vegetation or applying to soil or water to control the emergence or growth of vegetation a herbicidally effective amount of a compound of claim 6.

18. A method of controlling undesirable vegetation comprising applying to vegetation or an area adjacent the vegetation or applying to soil or water to control the emergence or growth of vegetation a herbicidally effective amount of a compound of claim 8.

19. A method of controlling undesirable vegetation comprising applying to vegetation or an area adjacent the vegetation or applying to soil or water to control the emergence or growth of vegetation a herbicidally effective amount of a composition of claim 10.