Claims
- 1. An herbicidal composition comprising:
- a) an herbicidally effective amount of a 3-isoxazolidinone herbicide having the formula ##STR12## in which R.sub.1 and R.sub.2 are independently methyl or ethyl; X is hydrogen, methyl, chlorine, bromine or fluorine; Y is chlorine, bromine or fluorine; and n is 0, 1 or 2; and
- b) a non-phytotoxic, antidotally effective amount, with respect to a corn crop, of an antidote compound selected from the group consisting of N-diallyldichloroacetamide and compounds having the formula ##STR13## in which X is O or S and R.sub.1 -R.sub.6 are variously independently hydrogen, lower alkyl, alkoxyalkyl, alkylthioalkyl, or phenyl, or R.sub.1 and R.sub.2 taken together form an alkylene group, and
- c) a herbicidally effective amount of one or more co-herbicides selected from acetamide herbicides, S-triazine herbicides, p-toluidine, herbicides, and sulfonylurea herbicides.
- 2. An herbicidal composition according to claim 1 wherein (c) is an S-triazine herbicide.
- 3. An herbicidal composition according to claim 1 wherein (c) is an acetamide herbicide.
- 4. An herbicidal composition according to claim 1 wherein the acetamide herbicide is metolachlor.
- 5. An herbicidal composition according to claim 1 wherein the acetamide herbicide is alachlor.
- 6. An herbicidal composition according to claim 1 wherein the acetamide herbicide is acetochlor.
- 7. An herbicidal composition according to claim 1 wherein (c) is a sulfonylurea herbicide.
- 8. An herbicidal composition as defined in claim 1 wherein R.sub.1 and R.sub.2 are methyl for the herbicidal 3-isoxazolidinone.
- 9. An herbicidal composition as defined in claim 8 wherein the 3-isoxazolidinone herbicide is 2-(2-chlorophenyl)methyl-4,4-dimethyl-3-isoxazolidinone.
- 10. An herbicidal composition as defined in claim 1 wherein said antidote compound is N,N-diallyl dichloroacetamide.
- 11. An herbicidal composition as defined in claim 1 wherein, in the antidotal compound, R.sub.1 is hydrogen, C.sub.1 -C.sub.6 alkyl; R.sub.2 is hydrogen or C.sub.1 -C.sub.6 alkyl; or R.sub.1 and R.sub.2 taken together form a butylene, pentylene or hexylene group optionally substituted by one or two methyl groups; R.sub.3 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.4 alkoxyalkyl, or phenyl; R.sub.4 is hydrogen or C.sub.1 -C.sub.6 alkyl; and R.sub.5 and R.sub.6 are independently hydrogen or C.sub.1 -C.sub.6 alkyl.
- 12. An herbicidal composition as defined in claim 1 wherein said antidote compound is 2,2,5-trimethyl-3-(dichloroacetyl)-1,3-oxazolidine.
- 13. An herbicidal composition as defined in claim 1 wherein said antidote compound is 3-(dichloroacetyl)-2,2-spirocyclohexyl oxazolidine.
- 14. An herbicidal composition as defined in claim 1 wherein the 3-isoxazolidinone herbicide is 2-(2-chlorophenyl) methyl-4,4-dimethyl-3-isoxazolidinone and said antidote is N,N-diallyl dichloroacetimide.
- 15. An herbicidal composition as defined in claim 1 wherein the 3-isoxazolidinone herbicide is 2-(2-chlorophenyl) methyl-4,4-dimethyl-3-isoxazolidinone and said antidote is 2,2,5-trimethyl-3-(dichloroacetyl)-1,3-oxazolidine.
- 16. An herbicidal composition as defined in claim 1 wherein the ratio of 3-isoxazolidinone herbicide to antidote ranges from between about 0.1:1 to about 30:1.
- 17. An herbicidal composition as defined in claim 16 wherein the ratio of 3-isoxazolidinone herbicide to antidote ranges from between about 1:1 to about 20:1.
- 18. A method of controlling undesirable vegetation in the presence of a corn crop comprising applying to the locus of said vegetation or said crop an herbicidal composition comprising
- a) an herbicidally effective amount of a 3-isoxazolidinone herbicide having the formula ##STR14## in which R.sub.1 and R.sub.2 are independently methyl or ethyl; X is hydrogen, methyl, chlorine, bromine or fluorine; Y is chlorine, bromine or fluorine, and n is 0, 1 or 2; and
- b) a non-phytotoxic, antidotally effective amount, with respect to a corn crop, of an antidote compound selected from the group consisting of N,N-diallyldichloroacetamide and compounds having the formula ##STR15## in which X is O or S and R.sub.1 -R.sub.6 are variously independently hydrogen, lower alkyl, alkoxyalkyl, alkylthioalkyl, or phenyl, or R.sub.1 and R.sub.2 taken together form an alkylene group, and
- c) an herbicidally effective amount of one or more co-herbicides selected from acetamide herbicides, S-triazine herbicides, p-toluidine herbicides and sulfonylurea herbicides.
- 19. A method according to claim 18 wherein (c) is an S-triazine herbicide.
- 20. A method according to claim 18 wherein (c) is an acetamide herbicide.
- 21. A method according to claim 20 wherein the acetamide herbicide is metolachlor.
- 22. A method according to claim 20 wherein the acetamide herbicide is alachlor.
- 23. A method according to claim 20 wherein the acetamide herbicide is acetochlor.
- 24. A method-according to claim 18 wherein (c) is a sulfonylurea herbicide.
- 25. A method according to claim 18 wherein the 3-isoxazolidinone herbicide and the herbicide of (c) are first combined into a composition and the composition is applied to the locus.
- 26. A method according to claim 25 in which the composition additionally includes the antidote.
- 27. A method according to claim 18 wherein said 3-isoxazolidinone herbicide is 2-(2-chlorophenyl)methyl-4,4-dimethyl-3-isoxazolidinone.
- 28. A method according to claim 18 wherein said antidote compound is N,N-diallyl dichloroacetamide.
- 29. A method according to claim 18 wherein in antidotal compound R.sub.1 is hydrogen, C.sub.1 -C.sub.6 alkyl; R.sub.2 is hydrogen or C.sub.1 -C.sub.6 alkyl; or R.sub.1 and R.sub.2 taken together form a butylene, pentylene or hexylene group optionally substituted by one or two methyl groups; R.sub.3 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.4 alkoxyalkyl, or phenyl, R.sub.4 is hydrogen or C.sub.1 -C.sub.6 alkyl; and R.sub.5 and R.sub.6 are independently hydrogen or C.sub.1 -C.sub.6 alkyl.
- 30. A method according to claim 18 wherein said antidote is 2,2,5-trimethyl-3-(dichloroacetyl)-1-3-oxazolidine.
- 31. A method according to claim 18 wherein said 3-isoxazolidinone herbicide is 2-(2-chlorophenyl)methyl-4,4 dimethyl 3-isoxazolidinone and said antidote is N,N-diallyl dichloroacetamide.
- 32. A method according to claim 18 wherein said 3-isoxazolidinone herbicide is 2-(2-chlorophenyl)methyl-4,4 dimethyl 3-isoxazolidinone and said antidote is 2,2,5-trimethyl-3-(dichloroacetyl)-1,3-oxazolidine.
- 33. A method according to claim 18 wherein the ratio of 3-isoxazolidinone herbicide to antidote ranges from about 0.1:1 to about 30:1.
- 34. A method according to claim 18 wherein the 3-isoxazolidinone herbicide and the antidote are first combined into a composition and the composition is applied to the locus.
- 35. A method according to claim 18 wherein the 3-isoxazolidinone herbicide is applied to the locus and the antidote is separately applied to the locus.
- 36. A method according to claim 18 wherein the antidote is applied as a seed treatment for the crop seed prior to planting.
Parent Case Info
This is a continuation, of application Ser. No. 07/795,402, filed Nov. 26, 1991 (U.S. Pat. No. 5,395,816) which is a continuation-in-part of application Ser. No. 07/652,502, filed Dec. 12, 1990, now abandoned.
US Referenced Citations (18)
Foreign Referenced Citations (8)
Number |
Date |
Country |
1262059 |
Oct 1989 |
CAX |
38945 |
Nov 1981 |
EPX |
78146 |
May 1983 |
EPX |
131765 |
Jan 1985 |
EPX |
198870 |
Oct 1986 |
EPX |
304409 |
Feb 1989 |
EPX |
2618053 |
Jan 1989 |
FRX |
W081406 |
Feb 1981 |
WOX |
Non-Patent Literature Citations (3)
Entry |
STN International file CABA, Accession No. 89:16893; Wilson, et al., technical report, 1987. |
STN International file CABA, Accession No. 88:65649;West et al., technical report (1987). |
Parker, Pesticide Science 14, 40 (1983). |
Continuations (1)
|
Number |
Date |
Country |
Parent |
795402 |
Nov 1991 |
|
Continuation in Parts (1)
|
Number |
Date |
Country |
Parent |
652502 |
Dec 1990 |
|