US4146387A
Expired / Lapsed
US
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Synergistic herbicidal compositions
Assignee: Zeneca Inc
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Filing: 1977-11-25
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Granted: 1979-03-27
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Expires: 1997-11-25
Abstract
Abstract Synergistic herbicidal activity is displayed by compositions comprising the following two components:
Inventors
- 👤 Gerald H. Thiele
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 17:05
CPC Classifications
A; A01; A01N; A01N39/00; A01N39/02
Claims Analysis
Total Claims: 28
Claim 1
Independent Claim
168 words
A synergistic herbicidal composition comprising a mixture of (1) a herbicidally effective amount of an amide of the formula ##STR8## in which R 1 is substituted phenyl, with one to three substituents independently selected from the group consisting of chlorine, bromine, iodine, or C 1 -C 4 alkyl, R 2 , r 3 , and R 4 are independently C 1 -C 4 alkyl, and R 5 is hydrogen or C 1 -C 4 alkyl, and (2) a herbicidally effective amount of a haloacetanilide of the formula ##STR9## in which R 6 and R 7 are independently selected from the group consisting of hydrogen and C 1 -C 6 alkyl, R 8 is a member selected from the group consisting of C 1 -C 6 alkyl and -R 9 -O-R 10 , in which R 9 is C 1 -C 3 alkylene and R 10 is C 1 -C 3 alkyl, and X is chlorine, bromine, or iodine, in a weight ratio of amide to haloacetanilide of 0.01-10:1.
Claim 2
Dependent Claim
168 words
A synergistic herbicidal composition comprising a mixture of (1) a herbicidally effective amount of an amide of the formula ##STR8## in which R 1 is substituted phenyl, with one to three substituents independently selected from the group consisting of chlorine, bromine, iodine, or C 1 -C 4 alkyl, R 2 , r 3 , and R 4 are independently C 1 -C 4 alkyl, and R 5 is hydrogen or C 1 -C 4 alkyl, and (2) a herbicidally effective amount of a haloacetanilide of the formula ##STR9## in which R 6 and R 7 are independently selected from the group consisting of hydrogen and C 1 -C 6 alkyl, R 8 is a member selected from the group consisting of C 1 -C 6 alkyl and -R 9 -O-R 10 , in which R 9 is C 1 -C 3 alkylene and R 10 is C 1 -C 3 alkyl, and X is chlorine, bromine, or iodine, in a weight ratio of amide to haloacetanilide of 0.01-10:1.
Claim 3
Dependent Claim
28 words
A composition according to claim 1 in which R 1 is substituted phenyl, with one to three substituents independently selected from the group consisting of chlorine and methyl.
Claim 4
Dependent Claim
14 words
A composition according to claim 1 in which R 1 is 3,5-dichlorophenyl or 3,5-dimethylphenyl.
Claim 5
Dependent Claim
11 words
A composition according to claim 1 in which X is chlorine.
Claim 6
Dependent Claim
19 words
A composition according to claim 1 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetanilide is N-[(3'-methoxypropyl-(2)]2-methyl-6-ethyl chloroacetanilide.
Claim 7
Dependent Claim
19 words
A composition according to claim 1 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetamide is N-methoxymethyl-2,6-diethyl chloroacetanilide.
Claim 8
Dependent Claim
19 words
A composition according to claim 1 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetamide is N-isopropyl chloroacetanilide.
Claim 9
Dependent Claim
20 words
A composition according to claim 1 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dimethylphenoxy) butyramide and said haloacetanilide is N-[3'-methoxy propyl-(2)]-2-methyl-6-ethyl chloroacetanilide.
Claim 10
Dependent Claim
19 words
A composition according to claim 1 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dimethylphenoxy) butyramide and said haloacetanilide is N-methoxymethyl-2,6-diethyl chloroacetanilide.
Claim 11
Dependent Claim
19 words
A composition according to claim 1 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dimethylphenoxy) butyramide and said haloacetanilide is N-isopropyl chloroacetanilide.
Claim 12
Dependent Claim
19 words
A composition according to claim 1 in which said amide is N-(1,1-dimethyl-2-propynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetanilide is N-[3'-methoxypropyl-(2)]-2-methyl-6-ethyl chloroacetanilide.
Claim 13
Dependent Claim
19 words
A composition according to claim 1 in which said amide is N-(1,1-dimethyl-2-propynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetanilide is N-methoxymethyl-2,6-diethyl chloroacetanilide.
Claim 14
Dependent Claim
19 words
A composition according to claim 1 in which said amide is N-(1,1-dimethyl-2-propynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetanilide is N-isopropyl chloroacetanilide.
Claim 15
Independent Claim
184 words
A method of controlling undesired vegetation which comprises applying to the locus where control is desired a synergistic herbicidal composition comprising a mixture of (1) a herbicidally effective amount of an amide of the formula ##STR10## in which R 1 is substituted phenyl, with one to three substituents independently selected from the group consisting of chlorine, bromine, iodine, or C 1 -C 4 alkyl, R 2 , r 3 , and R 4 are independently C 1 -C 4 alkyl, and R 5 is hydrogen or C 1 -C 4 alkyl, and (2) a herbicidally effective amount of a haloacetanilide of the formula ##STR11## in which R 6 and R 7 are independently selected from the group consisting of hydrogen and C 1 -C 6 alkyl, R 8 is a member selected from the group consisting of C 1 -C 6 alkyl and -R 9 -O-R 10 , in which R 9 is C 1 -C 3 alkylene and R 10 is C 1 -C 3 alkyl, and X is chlorine, bromine, or iodine, in a weight ratio of amide to haloacetanilide of 0.01-10:1.
Claim 16
Independent Claim
184 words
A method of controlling undesired vegetation which comprises applying to the locus where control is desired a synergistic herbicidal composition comprising a mixture of (1) a herbicidally effective amount of an amide of the formula ##STR10## in which R 1 is substituted phenyl, with one to three substituents independently selected from the group consisting of chlorine, bromine, iodine, or C 1 -C 4 alkyl, R 2 , r 3 , and R 4 are independently C 1 -C 4 alkyl, and R 5 is hydrogen or C 1 -C 4 alkyl, and (2) a herbicidally effective amount of a haloacetanilide of the formula ##STR11## in which R 6 and R 7 are independently selected from the group consisting of hydrogen and C 1 -C 6 alkyl, R 8 is a member selected from the group consisting of C 1 -C 6 alkyl and -R 9 -O-R 10 , in which R 9 is C 1 -C 3 alkylene and R 10 is C 1 -C 3 alkyl, and X is chlorine, bromine, or iodine, in a weight ratio of amide to haloacetanilide of 0.01-10:1.
Claim 17
Dependent Claim
28 words
A method according to claim 14 in which R 1 is substituted phenyl, with one to three substituents independently selected from the group consisting of chlorine and methyl.
Claim 18
Dependent Claim
14 words
A method according to claim 14 in which R 1 is 3,5-dichlorophenyl or 3,5-dimethylphenyl.
Claim 19
Dependent Claim
11 words
A method according to claim 14 in which X is chlorine.
Claim 20
Dependent Claim
20 words
A method according to claim 14 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetanilide is N-[3'-methoxypropyl -(2)]-2-methyl-6-ethyl chloroacetanilide.
Claim 21
Dependent Claim
19 words
A method according to claim 14 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetanilide is N-methoxymethyl-2,6-diethyl chloroacetanilide.
Claim 22
Dependent Claim
19 words
A method according to claim 14 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetanilide is N-isopropyl chloroacetanilide.
Claim 23
Dependent Claim
19 words
A method according to claim 14 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dimethylphenoxy) butyramide and said haloacetanilide is N-[3'-methoxypropyl-(2)]-2-methyl-6-ethyl chloroacetanilide.
Claim 24
Dependent Claim
19 words
A method according to claim 14 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dimethylphenoxy) butyramide and said haloacetanilide is N-methoxymethyl-2,6-diethyl chloroacetanilide.
Claim 25
Dependent Claim
19 words
A method according to claim 14 in which said amide is N-(1,1-dimethyl-2-butynyl)-α-(3,5-dimethylphenoxy) butyramide and said haloacetanilide is N-isopropyl chloroacetanilide.
Claim 26
Dependent Claim
19 words
A method according to claim 14 in which said amide is N-(1,1-dimethyl-2-propynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetanilide is N-[3'-methoxypropyl-(2)]-2-methyl-6-ethyl chloroacetanilide.
Claim 27
Dependent Claim
19 words
A method according to claim 14 in which said amide is N-(1,1-dimethyl-2-propynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetanilide is N-methoxymethyl-2,6-diethyl chloroacetanilide.
Claim 28
Dependent Claim
19 words
A method according to claim 14 in which said amide is N-(1,1-dimethyl-2-propynyl)-α-(3,5-dichlorophenoxy) butyramide and said haloacetanilide is N-isopropyl chloroacetanilide.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-03-26 | 1982-09-25 | 1983-03-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-03-26 | 1986-09-25 | 1987-03-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-03-26 | 1990-09-25 | 1991-03-27 | $7700.00 | Window Closed / Lapsed |