NOVEL 4-AMINO-6-(PYRIDYL AND 2-SUBSTITUTEDPHENYL)-PICOLINATES AND 6-AMINO-2-(PYRIDYL AND 2-SUBSTITUTEDPHENYL)-PYRIMIDINE-4-CARBOXYLATES AND THEIR USE AS HERBICIDES

• US 20140274703A1
• Filed: 03/13/2014
• Published: 09/18/2014
• Est. Priority Date: 03/15/2013
• Status: Active Grant

• Current Assignee: Corteva Agriscience LLC (Corteva, Inc.)
• Original Assignee: Dow Agrosciences LLC (Corteva, Inc.)
• Inventors: GIAMPIETRO, Natalie C., ECKELBARGER, Joseph D., EPP, Jeffrey B., FISCHER, Lindsey G., KISTER, Jeremy, PETKUS, Jeffrey, ROTH, Joshua, SATCHIVI, Norbert M., SCHMITZER, Paul R., SIDDALL, Thomas L., YERKES, Carla N.
• Granted Patent: US 10,765,114 B2
• Time in Patent Office: Days
• US Class Current: 504/103
• CPC Class Codes: A01N 43/40 six-membered rings
• CPC Class Codes: A01N 43/54 1,3-Diazines; Hydrogenated 1,3-diazines

Abstract

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

Claims

1. A compound of Formula (I):

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

3. The compound of claim 1, wherein X is CY, and wherein Y is hydrogen or F.

8. The compound of claim 1, wherein R¹ is OR^1′

, wherein R^1′

is H or methyl.

11. The compound of claim 1, wherein R² is halogen, C₂-C₄ alkenyl, C₂-C₄ haloalkenyl, C₁-C₄ alkoxy, or C₁-C₄ haloalkoxy.

13. The compound of claim 11, wherein R² is Cl, vinyl, or methoxy.

20. The compound of claim 1, wherein R³ and R⁴ are both hydrogen.

21. The compound of claim 1, wherein the compound of Formula (I) is a compound of Formula (I-1):

23. The compound of claim 21, wherein X is CY, wherein Y is halogen, and X₁ is F, Cl, Br, I, or C₁-C₄ haloalkyl.

25. The compound of claim 1, wherein the compound of Formula (I) is a compound of Formula (I-2):

27. The compound of claim 25, wherein X is CY, wherein Y is halogen, and X₁ is F, Cl, Br, I, or C₁-C₄ haloalkyl.

29. The compound of claim 1, wherein the compound of Formula (I) is a compound of Formula (I-3):

31. The compound of claim 29, wherein X is CY, wherein Y is halogen, and X₁ is F, Cl, Br, I, or C₁-C₄ haloalkyl.

33. The compound of claim 29, wherein Z₂ is hydrogen.

34. The compound of claim 1, wherein the compound of Formula (I) is a compound of Formula (I-4):

36. The compound of claim 34, wherein X is CY, wherein Y is halogen, and X₂ is F, Cl, Br, I, or C₁-C₄ haloalkyl.

38. The compound of claim 34, wherein Z₃ is Cl, methyl, or methoxy.

40. The compound of claim 1, wherein the compound of Formula (I) is a compound of Formula (I-5):

42. The compound of claim 40, wherein X is CY, wherein Y is halogen, and X₃ is F, Cl, Br, I, or C₁-C₄ haloalkyl.

46. The compound of claim 1, wherein the compound of Formula (I) is a compound of Formula (I-6):

48. The compound of claim 46, wherein X is CY, wherein Y is halogen, and X₃ is F, Cl, Br, I, or C₁-C₄ haloalkyl.

50. The compound of claim 1, wherein:

R¹ is OR^1′

, wherein R^1′

is H or C₁-C₈ alkyl;

R² is halogen, C₂-C₄ alkenyl, C₂-C₄ haloalkenyl, C₁-C₄ alkoxy, C₁-C₄ haloalkoxy, C₁-C₄ alkylthio, or C₁-C₄ haloalkylthio;

R³ and R⁴ are hydrogen; and

X is N, CH, or CF.

51. The compound of claim 1, wherein the compound is:

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

53. The composition of claim 52, further comprising at least one additional herbicidal compound.

54. The composition of claim 52, further comprising a safener.

55. A method for controlling undesirable vegetation which comprises applying the compound of claim 1.

4-7. -7. (canceled)

9-10. -10. (canceled)

12. (canceled)

14-19. -19. (canceled)

22. (canceled)

24. (canceled)

26. (canceled)

28. (canceled)

30. (canceled)

32. (canceled)

35. (canceled)

37. (canceled)

39. (canceled)

41. (canceled)

43-45. -45. (canceled)

47. (canceled)

49. (canceled)