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Details for Patent: 4,806,146

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Details for Patent: 4,806,146

Title: Certain 2-(2-substituted benzoyl)-1,3-cyclohexanediones
Abstract:Compounds of the formula ##STR1## wherein R is halogen, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, cyano, nitro, S(O).sub.n R wherein R is C.sub.1 -C.sub.4 alkyl and n is the integer 0, 1 or 2; and R.sup.2 through R.sup.8 are hydrogen or certain substituents, their salts, herbicidal compositions containing the compound or salts and the herbicidal use thereof.
Inventor(s): Carter; Charles G. (Silver Spring, MD)
Assignee: Stauffer Chemical Company (Westport, CT)
Filing Date:Feb 08, 1988
Application Number:07/129,127
Claims:1. A compound of the formula ##STR96## wherein R.sup.50 is C.sub.1 -C.sub.4 alkyl optionally substituted with halogen;

R.sup.51 is hydrogen or C.sub.1 -C.sub.4 alkyl;

R.sup.52 is hydrogen, C.sub.1 -C.sub.4 alkyl or ##STR97## wherein R.sup.a is C.sub.1 -C.sub.4 alkyl; or R.sup.51 and R.sup.52 together are alkylene having 3 to 6 carbon atoms;

R.sup.53 is hydrogen or C.sub.1 -C.sub.4 alkyl;

R.sup.54 is hydrogen or C.sub.1 -C.sub.4 alkyl;

R.sup.55 is hydrogen or C.sub.1 -C.sub.4 alkyl;

R.sup.56 is hydrogen or C.sub.1 -C.sub.4 alkyl; and

R.sup.57 and R.sup.58 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n -- wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.4 alkyl substituted with halogen or cyano; (c) phenyl; or (d) benzyl; (10) --NR.sup.c R.sup.d wherein R.sup.c and R.sup.d independently are hydrogen or C.sub.1 -C.sub.4 alkyl; (11) R.sup.e C(O)-- wherein R.sup.e is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy; or (12) SO.sub.2 NR.sup.c R.sup.d wherein R.sup.c and R.sup.d are as defined, with the proviso that R.sup.57 is not attached to the 6-position and their salts.

2. The compound of claim 1 wherein R.sup.50 is methyl or trifluoromethyl; R.sup.51 is hydrogen or methyl; R.sup.52 is hydrogen or methyl; R.sup.53 is hydrogen or methyl; R.sup.54 is hydrogen or methyl; R.sup.55 is hydrogen or methyl; R.sup.56 is hydrogen or methyl; R.sup.57 and R.sup.58 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n -- wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.4 alkyl substituted with halogen or cyano; (c) phenyl; or (d) benzyl; (10) --NR.sup.c R.sup.d wherein R.sup.c and R.sup.d independently are hydrogen or C.sub.1 -C.sub.4 alkyl; (11) R.sup.e C(O)-- wherein R.sup.e is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy; or (12) SO.sub.2 NR.sup.c R.sup.d wherein R.sup.c and R.sup.d are as defined.

3. The compound of claim 2 wherein R.sup.57 and R.sup.58 are independently are hydrogen; chlorine; fluorine; bromine; methyl; methoxy; trifluoromethoxy; cyano; nitro; trifluoromethyl; R.sup.b SO.sub.n -- wherein n is the integer 2 and R.sup.b is methyl, chloromethyl, trifluoromethyl, cyanomethyl, ethyl, or n-propyl; --NR.sup.c R.sup.d wherein R.sup.c and R.sup.d independently are hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.e C(O)-- where R.sup.e is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy or SO.sub.2 NR.sup.c R.sup.d wherein R.sup.c and R.sup.d are as defined and R.sup.57 is in the 3-position.

4. The compound of claim 2 wherein R.sup.57 is hydrogen and R.sup.58 is hydrogen, chlorine, bromine, fluorine, trifluoromethyl or R.sup.b SO.sub.2 wherein R.sup.b is C.sub.1 -C.sub.4 alkyl.

5. The compound of claim 2 wherein R.sup.50 is methyl; R.sup.51 is methyl; R.sup.52 is methyl; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is CH.sub.3 SO.sub.2 --

6. The compound of claim 1 wherein R.sup.50 is methyl; R.sup.51 is methyl; R.sup.52 is methyl; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is methyl; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is CH.sub.3 SO.sub.2 --.

7. The compound of claim 2 wherein R.sup.50 is methyl; R.sup.51 is methyl; R.sup.52 is methyl; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is C.sub.2 H.sub.5 SO.sub.2 --.

8. The compound of claim 2 wherein R.sup.50 is methyl; R.sup.51 is hydrogen; R.sup.52 is hydrogen; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is CH.sub.3 SO.sub.2 --.

9. The compound of claim 2 wherein R.sup.50 is methyl; R.sup.51 is methyl; R.sup.52 is methyl; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is methylthio.

10. The compound of claim 2 wherein R.sup.50 is methyl; R.sup.51 is hydrogen; R.sup.52 is hydrogen; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is cyano.

11. The compound of claim 2 wherein R.sup.50 is methyl; R.sup.51 is hydrogen; R.sup.52 is hydrogen; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is C.sub.2 H.sub.5 SO.sub.2 --.

12. The compound of claim 2 wherein R.sup.50 is trifluoromethyl; R.sup.51 is methyl; R.sup.52 is methyl; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is methyl; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is bromine.

13. The compound of claim 2 wherein R.sup.50 is methyl; R.sup.51 is hydrogen; R.sup.52 is hydrogen; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is 3-cyano; and R.sup.58 is hydrogen.

14. The compound of claim 2 wherein R.sup.50 is trifluoromethyl; R.sup.51 is methyl; R.sup.52 is methyl; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is ethylthio.

15. The compound of claim 2 wherein R.sup.50 is methyl; R.sup.51 is methyl; R.sup.52 is methyl; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is 3-nitro; and R.sup.58 is hydrogen.

16. The compound of claim 2 wherein R.sup.57 is hydrogen.

17. The compound of claim 3 wherein R.sup.57 is hydrogen.

18. The compound of claim 1 wherein R.sup.51 and R.sup.52 are hydrogen or both methyl.

19. The compound of claim 18 wherein R.sup.58 is --SO.sub.2 CH.sub.3.

20. The compound of claim 18 wherein R.sup.58 is --SO.sub.2 CH.sub.2 Cl.

21. The compound of claim 1 wherein R.sup.58 is trifluoromethyl.

22. The compound of claim 1 wherein R.sup.58 is --SO.sub.2 CH.sub.3.

23. The compound of claim 1 wherein R.sup.58 is cyano.

24. The compound of claim 1 wherein R.sup.58 is --SO.sub.2 CH.sub.2 Cl.

25. The compound of claim 1 wherein R.sup.58 is --SO.sub.2 C.sub.2 H.sub.5.

26. The method of controlling undesirable vegetation comprising applying to the area where control is desired, an herbicidally effective amount of a compound having the formula ##STR98## wherein R.sup.50 is C.sub.1 -C.sub.4 alkyl optionally substituted with halogen;

R.sup.51 is hydrogen or C.sub.1 -C.sub.4 alkyl;

R.sup.52 is hydrogen, C.sub.1 -C.sub.4 alkyl or ##STR99## wherein R.sup.a is C.sub.1 -C.sub.4 alkyl; or R.sup.51 and R.sup.52 together are alkylene having 3 to 6 carbon atoms;

R.sup.53 is hydrogen or C.sub.1 -C.sub.4 alkyl;

R.sup.54 is hydrogen or C.sub.1 -C.sub.4 alkyl;

R.sup.55 is hydrogen or C.sub.1 -C.sub.4 alkyl;

R.sup.56 is hydrogen or C.sub.1 -C.sub.4 alkyl; and

R.sup.57 and R.sup.58 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n -- wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.4 alkyl substituted with halogen or cyano; (c) phenyl; or (d) benzyl; (10) --NR.sup.c R.sup.d wherein R.sup.c and R.sup.d independently are hydrogen or C.sub.1 -C.sub.4 alkyl; (11) R.sup.e C(O)-- wherein R.sup.e is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy; or (12) SO.sub.2 NR.sup.c R.sup.d wherein R.sup.c and R.sup.d are as defined, with the proviso that R.sup.57 is not attached to the 6-position or its salts.

27. The method of claim 26 wherein R.sup.50 is methyl or trifluoromethyl; R.sup.51 is hydrogen or methyl; R.sup.52 is hydrogen or methyl; R.sup.53 is hydrogen or methyl; R.sup.54 is hydrogen or methyl; R.sup.55 is hydrogen or methyl; R.sup.56 is hydrogen or methyl; R.sup.57 and R.sup.58 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n -- wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.4 alkyl substituted with halogen or cyano; (c) phenyl; or (d) benzyl; (10) --NR.sup.c R.sup.d wherein R.sup.c and R.sup.d independently are hydrogen or C.sub.1 -C.sub.4 alkyl; (11) R.sup.e C(O)-- wherein R.sup.e is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy; or (12) SO.sub.2 NR.sup.c R.sup.d wherein R.sup.c and R.sup.d are as defined.

28. The method of claim 27 wherein R.sup.57 and R.sup.58 are independently are hydrogen; chlorine; fluorine; bromine; methyl; methoxy; trifluoromethoxy; cyano; nitro; trifluoromethyl; R.sup.b SO.sub.n -- wherein n is the integer 2 and R.sup.b is methyl, chloromethyl, trifluoromethyl, cyanomethyl, ethyl, or n-propyl; --NR.sup.c R.sup.d wherein R.sup.c and R.sup.d independently are hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.e C(O)-- where R.sup.e is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy or SO.sub.2 NR.sup.c R.sup.d wherein R.sup.c and R.sup.d are as defined and R.sup.57 is in the 3-position.

29. The method of claim 27 wherein R.sup.57 is hydrogen and R.sup.58 is hydrogen; chlorine; bromine; fluorine; trifluoromethyl; or R.sup.2 SO.sub.2 wherein R.sup.b is C.sub.1 -C.sub.4 alkyl.

30. The method of claim 27 wherein R.sup.50 is methyl; R.sup.51 is methyl; R.sup.52 is methyl; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is CH.sub.3 SO.sub.2 --.

31. The method of claim 27 wherein R.sup.50 is methyl; R.sup.51 is methyl; R.sup.52 is methyl; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is methyl; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is CH.sub.3 SO.sub.2 --.

32. The method of claim 27 wherein R.sup.50 is methyl; R.sup.51 is methyl; R.sup.52 is methyl; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is C.sub.2 H.sub.5 SO.sub.2 --.

33. The method of claim 27 wherein R.sup.50 is methyl; R.sup.51 is hydrogen; R.sup.52 is hydrogen; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is CH.sub.3 SO.sub.2 --.

34. The method of claim 27 wherein R.sup.50 is methyl; R.sup.51 is methyl; R.sup.52 is methyl; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is methylthio.

35. The method of claim 27 wherein R.sup.50 is methyl; R.sup.51 is hydrogen; R.sup.52 is hydrogen; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is cyano.

36. The method of claim 27 wherein R.sup.50 is methyl; R.sup.51 is hydrogen; R.sup.52 is hydrogen; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is C.sub.2 H.sub.5 SO.sub.2 --.

37. The method of claim 27 wherein R.sup.50 is trifluoromethyl; R.sup.51 is methyl; R.sup.52 is methyl; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is methyl; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is bromine.

38. The method of claim 27 wherein R.sup.50 is methyl; R.sup.51 is hydrogen; R.sup.52 is hydrogen; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is 3-cyano; and R.sup.58 is hydrogen.

39. The method of claim 27 wherein R.sup.50 is trifluoromethyl; R.sup.51 is methyl; R.sup.52 is methyl; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is ethylthio.

40. The method of claim 27 wherein R.sup.50 is methyl; R.sup.51 is methyl; R.sup.52 is methyl; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is 3-nitro; and R.sup.58 is hydrogen.

41. The method of claim 27 wherein R.sup.57 is hydrogen.

42. The method of claim 28 wherein R.sup.57 is hydrogen.

43. The method of claim 26 wherein R.sup.51 and R.sup.52 are hydrogen or both methyl.

44. The method of claim 43 wherein R.sup.58 is --SO.sub.2 CH.sub.3.

45. The method of claim 43 wherein R.sup.58 is --SO.sub.2 CH.sub.2 Cl.

46. The method of claim 26 wherein R.sup.58 is trifluoromethyl.

47. The method of claim 26 wherein R.sup.58 is --SO.sub.2 CH.sub.3.

48. The method of claim 26 wherein R.sup.58 is cyano.

49. The method of claim 26 wherein R.sup.58 is --SO.sub.2 CH.sub.2 Cl.

50. The method of claim 26 wherein R.sup.58 is --SO.sub.2 C.sub.2 H.sub.5.

51. A herbicidal composition comprising a herbicidally active 2-(2-substituted benzoyl)-1,3-cyclohexanedione or its salts and an inert carrier therefor wherein the 2-benzoyl substituent is C.sub.1 -C.sub.4 alkyl optionally substituted with halogen.

52. The herbicidal composition of claim 51 wherein the 2-(2-substituted benzoyl)-1,3-cyclohexanedione is a compound of the formula ##STR100## wherein R.sup.50 is C.sub.1 -C.sub.4 alkyl optionally substituted with halogen;

R.sup.51 is hydrogen or C.sub.1 -C.sub.4 alkyl;

R.sup.52 is hydrogen, C.sub.1 -C.sub.4 alkyl or ##STR101## wherein R.sup.a is C.sub.1 -C.sub.4 alkyl; or R.sup.51 and R.sup.52 together are alkylene having 3 to 6 carbon atoms;

R.sup.53 is hydrogen or C.sub.1 -C.sub.4 alkyl;

R.sup.54 is hydrogen or C.sub.1 -C.sub.4 alkyl;

R.sup.55 is hydrogen or C.sub.1 -C.sub.4 alkyl;

R.sup.56 is hydrogen or C.sub.1 -C.sub.4 alkyl; and

R.sup.57 and R.sup.58 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 halo alkyl; (9) R.sup.b SO.sub.n -- wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.4 alkyl substituted with halogen or cyano; (c) phenyl; or (d) benzyl; (10) --NR.sup.c R.sup.d wherein R.sup.c and R.sup.d independently are hydrogen or C.sub.1 -C.sub.4 alkyl; (11) R.sup.e C(O)-- wherein R.sup.e is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy; or (12) SO.sub.2 NR.sup.c R.sup.d wherein R.sup.c and R.sup.d are as defined, with the proviso that R.sup.57 is not attached to the 6-position.

53. The composition of claim 52 wherein R.sup.50 is methyl or trifluoromethyl; R.sup.51 is hydrogen or methyl; R.sup.52 is hydrogen or methyl; R.sup.53 is hydrogen or methyl; R.sup.54 is hydrogen or methyl; R.sup.55 is hydrogen or methyl; R.sup.56 is hydrogen or methyl; R.sup.57 and R.sup.58 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n -- wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.4 alkyl substituted with halogen or cyano; (c) phenyl; or (d) benzyl; (10) --NR.sup.c R.sup.d wherein R.sup.c and R.sup.d independently are hydrogen or C.sub.1 -C.sub.4 alkyl; (11) R.sup.e C(O)-- wherein R.sup.e is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy; or (12) SO.sub.2 NR.sup.c R.sup.d wherein R.sup.c and R.sup.d are as defined.

54. The composition of claim 53 wherein R.sup.57 is hydrogen.

55. The composition of claim 53 wherein R.sup.57 and R.sup.58 are independently are hydrogen; chlorine; fluorine; bromine; methyl; methoxy; trifluoromethoxy; cyano; nitro; trifluoromethyl; R.sup.b SO.sub.n -- wherein n is the integer 2 and R.sup.b is methyl, chloromethyl, trifluoromethyl, cyanomethyl, ethyl, or n-propyl; --NR.sup.c R.sup.d wherein R.sup.c and R.sup.d independently are hydrogen or C.sub.1 -C.sub.4 alkyl; R.sup.e C(O)-- where R.sup.e is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy or SO.sub.2 NR.sup.c R.sup.d wherein R.sup.c and R.sup.d are as defined and R.sup.57 is in the 3-position.

56. The composition of claim 55 wherein R.sup.57 is hydrogen.

57. The composition of claim 53 wherein R.sup.57 is hydrogen and R.sup.58 is hydrogen, chlorine, bromine, fluorine, trifluoromethoxy or R.sup.b SO.sub.2 wherein R.sup.b is C.sub.1 -C.sub.4 alkyl.

58. The composition of claim 53 wherein R.sup.51 is methyl; R.sup.52 is methyl; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is CH.sub.3 SO.sub.2 --.

59. The herbicidal composition of claim 53 wherein R.sup.50 is methyl; R.sup.51 is methyl; R.sup.52 is methyl; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is methyl; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is CH.sub.3 SO.sub.2 --.

60. The herbicidal composition of claim 53 wherein R.sup.50 is methyl; R.sup.51 is methyl; R.sup.52 is methyl; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is C.sub.2 H.sub.5 SO.sub.2 --.

61. The herbicidal composition of claim 53 wherein R.sup.50 is methyl; R.sup.51 is hydrogen; R.sup.52 is hydrogen; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is CH.sub.3 SO.sub.2 --.

62. The herbicidal composition of claim 53 wherein R.sup.50 is methyl; R.sup.51 is methyl; R.sup.52 is methyl; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is methylthio.

63. The herbicidal composition of claim 53 wherein R.sup.50 is methyl; R.sup.51 is hydrogen; R.sup.52 is hydrogen; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is cyano.

64. The herbicidal composition of claim 53 wherein R.sup.50 is methyl; R.sup.51 is hydrogen; R.sup.52 is hydrogen; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is C.sub.2 H.sub.5 SO.sub.2 --.

65. The herbicidal composition of claim 53 wherein R.sup.50 is trifluoromethyl; R.sup.51 is methyl; R.sup.52 is methyl; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is methyl; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is bromine.

66. The herbicidal composition of claim 53 wherein R.sup.50 is methyl; R.sup.51 is hydrogen; R.sup.52 is hydrogen; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is 3-cyano; and R.sup.58 is hydrogen.

67. The herbicidal composition of claim 53 wherein R.sup.50 is trifluoromethyl; R.sup.51 is methyl; R.sup.52 is methyl; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is hydrogen; and R.sup.58 is ethylthio.

68. The herbicidal composition of claim 53 wherein R.sup.50 is methyl; R.sup.51 is methyl; R.sup.52 is methyl; R.sup.53 is hydrogen; R.sup.54 is hydrogen; R.sup.55 is hydrogen; R.sup.56 is hydrogen; R.sup.57 is 3-nitro; and R.sup.58 is hydrogen.

69. The herbicidal composition of claim 53 wherein R.sup.51 is methyl, R.sup.52 is methyl, R.sup.53 is hydrogen, R.sup.54 is hydrogen, R.sup.55 is hydrogen, R.sup.56 is hydrogen, R.sup.57 is hydrogen and R.sup.58 is ClCH.sub.2 SO.sub.2.

70. The herbicidal composition of claim 51 wherein the 2-(2-benzoyl)-1,3-cyclohexanedione has a C.sub.1 -C.sub.4 alkylsulfonyl or C.sub.1 -C.sub.4 haloalkylsulfonyl substitition on the phenyl ring.

71. The herbicidal composition of claim 70 wherein said alkylsulfonyl or haloalkylsulfonyl substitution is at the 4-position of the phenyl ring.

72. The herbicidal composition of claim 51 where the 2-(2-benzoyl)-1,3-cyclohexanedione has a C.sub.1 -C.sub.4 haloalkyl substitution on the phenyl ring.

73. The herbicidal composition of claim 72 wherein said haloalkyl substitution is at the 4-position of the phenyl ring.

74. The herbicidal composition of claim 72 wherein said haloalkyl is trifluoromethyl.

75. The composition of matter of claim 52 wherein R.sup.51 and R.sup.52 are hydrogen or both methyl.

76. The composition of matter of claim 75 wherein R.sup.58 is --SO.sub.2 CH.sub.3.

77. The composition of matter of claim 75 wherein R.sup.58 is --SO.sub.2 CH.sub.2 Cl.

78. The composition of matter of claim 52 wherein R.sup.58 is trifluoromethyl.

79. The composition of matter of claim 52 wherein R.sup.58 is --SO.sub.2 CH.sub.3.

80. The composition of matter of claim 52 wherein R.sup.58 is cyano.

81. The composition of matter of claim 52 wherein R.sup.58 is --SO.sub.2 CH.sub.2 Cl.

82. The composition of matter of claim 52 wherein R.sup.58 is --SO.sub.2 C.sub.2 H.sub.5.

83. The method of controlling undesirable vegetation comprising applying to the area where control is desired, a herbicidal composition comprising a herbicidally active 2-(2-benzoyl)-1,3-cyclohexanedione and an inert carrier therefor wherein the 2-position of the benzoyl moiety is substituted with C.sub.1 -C.sub.4 alkyl, optionally substituted with halogen.

84. The method of claim 83 wherein the 2-(2-benzoyl)-1,3-cyclohexanedione has a C.sub.1 -C.sub.4 alkylsulfonyl or C.sub.1 -C.sub.4 haloalkylsulfonyl substitution on the phenyl ring.

85. The method of claim 84 wherein said alkylsulfonyl or haloalkylsulfonyl substitution is at the 4-position of the phenyl ring.

86. The method of claim 83 wherein the 2-(2-benzoyl)-1,3-cyclohexanedione has a C.sub.1 -C.sub.4 haloalkyl substitution on the phenyl ring.

87. The method of claim 86 wherein said haloalkyl substitution is at the 4-position on the phenyl ring.

88. The method of claim 86 wherein said haloalkyl is trifluoromethyl.
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