Claims
- 1. A compound represented by the formula ##STR3## wherein: R.sub.3 is selected from the group consisting of 4,5-dihydro-2-oxazolyl and 4,5-dihydro-2-thiazolyl; and the above mentioned heterocycles substituted with one or more substituents selected from lower alkyl, alkoxy and trifluoroacetyl;
- R.sub.4 is selected from C.sub.1 -C.sub.4 straight or branched chain alkyl, C.sub.3 -C.sub.4 cycloalkyl, cyclopropylmethyl, methylthiomethyl, and bis(methylthiomethyl;
- R.sub.5 is the same as R.sub.3 or is ##STR4## or --C.tbd.N where Z.sub.1 is selected from O and S, and Z.sub.2 is selected from methoxy, ethoxy, 2-propenoxy, hydroxy, methylthio, cyanomethoxy, haloethoxy, methoxyethoxyethoxy, chloro, amino, methylamino, and dimethylamino;
- R.sub.2 and R.sub.6 are independently selected from fluorinated methyl, chlorofluorinated methyl, chlorinated methyl and lower alkyl, provided that one of R.sub.2 and R.sub.6 must be fluorinated or chlorofluorinated methyl.
- 2. A compound according to claim 1 wherein one of R.sub.2 and R.sub.6 is CF.sub.3 and the other is CF.sub.2 H.
- 3. A compound according to claim 2 wherein R.sub.4 is selected from C.sub.3 -C.sub.4 branched chain alkyl.
- 4. A compound according to claim 2 wherein R.sub.4 is selected from cyclobutyl and cyclopropylmethyl.
- 5. A compound according to claim 3 wherein R.sub.5 is methoxycarbonyl.
- 6. A compound according to claim 3 wherein R.sub.5 is methylthiocarbonyl.
- 7. A compound according to claim 5 wherein R.sub.3 is 4,5-dihydro-2-thiazolyl.
- 8. A compound according to claim 6 wherein R.sub.3 is 4,5-dihydro-2-thiazolyl.
- 9. A compound according to claim 5 wherein R.sub.3 is 4,5-dihydro-2-oxazolyl.
- 10. A compound according to claim 6 wherein R.sub.3 is 4,5-dihydro-2-oxazolyl.
- 11. A compound according to claim 1 wherein one of R.sub.2 and R.sub.6 is CF.sub.3 and the other is CF.sub.2 Cl.
- 12. A compound according to claim 11 wherein R.sub.4 is selected from C.sub.3 -C.sub.4 branched chain alkyl.
- 13. A compound according to claim 11 wherein R.sub.4 is selected from cyclobutyl and cyclopropylmethyl.
- 14. A compound according to claim 12 wherein R.sub.5 is methoxycarbonyl.
- 15. A compound according to claim 12 wherein R.sub.5 is methylthiocarbonyl.
- 16. A compound according to claim 14 wherein R.sub.3 is 4,5-dihydro-2-thiazolyl.
- 17. A compound according to claim 15 wherein R.sub.3 is 4,5-dihydro-2-thiazolyl.
- 18. A compound according to claim 14 wherein R.sub.3 is 4,5-dihydro-2-oxazolyl.
- 19. A compound according to claim 15 wherein R.sub.3 is 4,5-dihydro-2-oxazolyl.
- 20. A method of controlling undesirable vegetation comprising applying thereto an effective amount of a compound represented by the formula ##STR5## wherein: R.sub.3 is selected from the group consisting of 4,5-dihydro-2-oxazolyl and 4,5-dihydro-2-thiazolyl; and the above mentioned heterocycles substituted with one or more substituents selected from lower alkyl, alkoxy and trifluoroacetyl;
- R.sub.4 is selected from C.sub.1 -C.sub.4 straight or branched chain alkyl, C.sub.3 -C.sub.4 cycloalkyl, cyclopropylmethyl, methylthiomethyl, and bis(methylthiomethyl;
- R.sub.5 is the same as R.sub.3 or is ##STR6## or --C.tbd.N where Z.sub.1 is selected from O and S, and Z.sub.2 is selected from methoxy, ethoxy, 2-propenoxy, hydroxy, methylthio, cyanomethoxy, haloethoxy, methoxyethoxyethoxy, chloro, amino, methylamino, and dimethylamino;
- R.sub.2 and R.sub.6 are independently selected from fluorinated methyl, chlorofluorinated methyl, chlorinated methyl and lower alkyl, provided that one of R.sub.2 and R.sub.6 must be fluorinated or chlorofluorinated methyl.
- 21. A method according to claim 20 wherein one of R.sub.2 and R.sub.6 is CF.sub.3 and the other is CF.sub.2 H.
- 22. A method according to claim 21 wherein R.sub.4 is selected from C.sub.3 -C.sub.4 branched chain alkyl.
- 23. A method according to claim 21 wherein R.sub.4 is selected from cyclobutyl and cyclopropylmethyl.
- 24. A method according to claim 22 wherein R.sub.5 is methoxycarbonyl.
- 25. A method according to claim 22 wherein R.sub.5 is methylthiocarbonyl.
- 26. A method according to claim 24 wherein R.sub.3 is 4,5-dihydro-2-thiazolyl.
- 27. A method according to claim 25 wherein R.sub.3 is 4,5-dihydro-2-thiazolyl.
- 28. A method according to claim 24 wherein R.sub.3 is 4,5-dihydro-2-oxazolyl.
- 29. A method according to claim 25 wherein R.sub.3 is 4,5-dihydro-2-oxazolyl.
- 30. A method according to claim 20 wherein one of R.sub.2 and R.sub.6 is CF.sub.3 and the other is CF.sub.2 Cl.
- 31. A method according to claim 30 wherein R.sub.4 is selected from C.sub.3 -C.sub.4 branched chain alkyl.
- 32. A method according to claim 30 wherein R.sub.4 is selected frm cyclobutyl and cyclopropylmethyl.
- 33. A method according to claim 31 wherein R.sub.5 is methoxycarbonyl.
- 34. A method according to claim 31 wherein R.sub.5 is methylthiocarbonyl.
- 35. A method according to claim 33 wherein R.sub.3 is 4,5-dihydro-2-thiazolyl.
- 36. A method according to claim 34 wherein R.sub.3 is 4,5-dihydro-2-thiazolyl.
- 37. A method according to claim 33 wherein R.sub.3 is 4,5-dihydro-2-oxazolyl.
- 38. A method according to claim 34 wherein R.sub.3 is 4,5-dihydro-2-oxazolyl.
- 39. A herbicidal composition comprising an inert ingredient and an active ingredient represent by the formula ##STR7## wherein: R.sub.3 is selected from the group consisting of 4,5-dihydro-2-oxazolyl and 4,5-dihydro-2-thiazolyl; and the above mentioned heterocycles substituted with one or more substituents selected from lower alkyl, alkoxy and trifluoroacetyl;
- R.sub.4 is selected from C.sub.1 -C.sub.4 straight or branched chain alkyl, C.sub.3 -C.sub.4 cycloalkyl, cyclopropylmethyl, methylthiomethyl, and bis(methylthiomethyl;
- R.sub.5 is the same as R.sub.3 or is ##STR8## or --C.tbd.N where Z.sub.1 is selected from O and S, and Z.sub.2 is selected from methoxy, ethoxy, 2-propenoxy, hydroxy, methylthio, cyanomethoxy, haloethoxy, methoxyethoxyethoxy, chloro, amino, methylamino, and dimethylamino;
- R.sub.2 and R.sub.6 are independently selected from fluorinated methyl, chlorofluorinated methyl, chlorinated methyl and lower alkyl, provided that one of R.sub.2 and R.sub.6 must be fluorinated or chlorofluorinated methyl.
- 40. A composition according to claim 39 wherein one of R.sub.2 and R.sub.6 is CF.sub.3 and the other is CF.sub.2 H.
- 41. A composition according to claim 40 wherein R.sub.4 is selected from C.sub.3 -C.sub.4 branched chain alkyl.
- 42. A composition according to claim 40 wherein R.sub.4 is selected from cyclobutyl and cyclopropylmethyl.
- 43. A composition according to claim 41 wherein R.sub.5 is methoxycarbonyl.
- 44. A composition according to claim 41 wherein R.sub.5 is methylthiocarbonyl.
- 45. A composition according to claim 43 wherein R.sub.3 is 4,5-dihydro-2-thiazolyl.
- 46. A composition according to claim 44 wherein R.sub.3 is 4,5-dihydro-2-thiazolyl.
- 47. A composition according to claim 43 wherein R.sub.3 is 4,5-dihydro-2-oxazolyl.
- 48. A composition according to claim 44 wherein R.sub.3 is 4,5-dihydro-2-oxazolyl.
- 49. A composition according to claim 39 wherein one of R.sub.2 and R.sub.6 is CF.sub.3 and the other is CF.sub.2 Cl.
- 50. A composition according to claim 49 wherein R.sub.4 is selected from C.sub.3 -C.sub.4 branched chain alkyl.
- 51. A composition according to claim 49 wherein R.sub.4 is selected from cyclobutyl and cyclopropylmethyl.
- 52. A composition according to claim 50 wherein R.sub.5 is methoxycarbonyl.
- 53. A composition according to claim 50 wherein R.sub.5 is methylthiocarbonyl.
- 54. A composition according to claim 52 wherein R.sub.3 is 4,5-dihydro-2-thiazolyl.
- 55. A composition according to claim 53 wherein R.sub.3 is 4,5-dihydro-2-thiazolyl.
- 56. A composition according to claim 52 wherein R.sub.3 is 4,5-dihydro-2-oxazolyl.
- 57. A composition according to claim 53 wherein R.sub.3 is 4,5-dihydro-2-oxazolyl.
- 58. The compound 3-pyridinecarboxylic acid, 4-(2-methylpropyl)-6-difluoromethyl-5-(4,5-dihydro-2-thiazolyl)-2-trifluoromethly-, methyl ester.
- 59. The compound 3-pyridinecarboxylic acid, 4-(2-methylpropyl)-2-difluoromethyl-5-(4,5-dihydro-2-thiazolyl)-6-trifluoromethyl-, methyl ester.
CROSS-REFERENCE
This application is a continuation-in-part of Ser. No. 07/012,930 filed Feb. 9, 1987, now abandoned.
Non-Patent Literature Citations (2)
Entry |
Chemical Abstracts, vol. 109(25) abst. No. 109:230818w, Dec. 19, 1988; abstracting European Patent Application EP-278,944 pub. 17 Aug. 1988. |
Chemical Abstracts, vol. 111(9), abst. No. 111:77993-u, Aug. 28, 1989 abstracting European Patent Application EP-304,409 pub. 22 Feb. 1989. |
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
12930 |
Feb 1987 |
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