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US3902887A Expired / Lapsed US ⏱️ 0.0 years remaining

Herbicidal 6-amino-s-triazinediones

Assignee: EIDP Inc
•
Filing: 1974-06-05
•
Granted: 1975-09-02
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Expires: 1994-06-05
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Abstract

Abstract Compounds of the formula: WHEREIN X is oxygen or sulfur; R1 is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylmethyl, cycloalkenylmethyl, bicycloalkyl, bicycloalkenyl, bicycloalkylmethyl, bicycloalkenylmethyl, phenyl, substituted alkyl, substituted cycloalkyl, or substituted phenyl; R2 is hydrogen or alkyl; R3 is H, methyl, or ethyl; and R4 is alkyl, alkenyl, alkynyl, or methoxy; and the salts with bases of those compounds wherein R2 is hydrogen, are useful as herbicides. A preferred compound is 1methyl-3-cyclohexyl-6-dimethylamino-s-triazine-2,4(1H,3H)-dione.

Inventors

  • 👤 Kang Lin

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 15:04
CPC Classifications
C; C07; C07C; C07C335/00; C07C335/30; C07C335/38

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 24 words
METHOD OF CONTROLLING UNDESIRED VEGETATION WHICH COMPRISES APPLYING TO THE LOCUS TO BE PROTECTED A HERBICIDALLY EFFECTIVE AMOUNT OF A COMPOUND OF THE FORMULA:
Claim 2
Dependent Claim 24 words
METHOD OF CONTROLLING UNDESIRED VEGETATION WHICH COMPRISES APPLYING TO THE LOCUS TO BE PROTECTED A HERBICIDALLY EFFECTIVE AMOUNT OF A COMPOUND OF THE FORMULA:
Claim 3
Dependent Claim 46 words
Method of claim 1 wherein: R1 is alkyl to 3 through 6 carbon atoms, cycloalkyl of 5 through 8 carbon atoms, or cycloalkyl of 5 through 8 carbon atoms substituted with one methyl group; R2, R3 and R4 are methyl; and X is oxygen or sulfur.
Claim 4
Dependent Claim 51 words
Method of claim 1 wherein: R1 is alkyl of 3 through 6 carbon atoms; cycloalkyl of 5 through 8 carbon atoms; cyclopentyl substituted with one methyl group; cyclohexyl substituted with 1 or 2 methyl groups; 3-trifluorometHylphenyl; cyclohexenyl; or decahydronaphthen-1-yl; R2 and R3 are methyl; R4 is hydrogen; and X is oxygen.
Claim 5
Dependent Claim 17 words
Method of claim 1 wherein: R1 is cyclohexyl substituted with two methyl groups; 3-trifluoromethylphenyl; cyclohexenyl; decahydronaphthen-1-yl; or
Claim 6
Dependent Claim 35 words
Method of claim 3 wherein: R1 is alkyl of 3 through 4 carbon atoms; neopentyl; 1-ethylpropyl; n-hexyl; cycloalkyl of 5 through 8 carbon atoms; 2-methylcyclohexyl; 3-methylcyclohexyl; 2,3-dimethylcyclohexyl; 3,4-dimethylcyclohexyl; 2,4-dimethylcyclohexyl; 2,6-dimethylcyclohexyl; 3,5-dimethylcyclohexyl; 3-trifluoromethylphenyl; 3-cyclohexen-1-yl; or 1-decahydronaphthyl.
Claim 7
Dependent Claim 30 words
Method of claim 4 wherein: R1 is 2,4-dimethylcyclohexyl; 2,6-dimethylcyclohexyl; 2,3-dimethylcyclohexyl; 3,4-dimethylcyclohexyl; 3-trifluoromethylphenyl; 3-cyclohexen-1-yl; 1 decahydronaphthyl; phenyl; 3 methylphenyl; 4-methylphenyl; 3,4-dichlorophenyl; 2, 5-dichlorophenyl; 2-chlorophenyl; 3-chlorophenyl; 4-chlorophenyl; 2-fluorophenyl; 3-fluorophenyl; 2-methyl-5-chlorophenyl; or 3-chloro-4-methylphenyl.
Claim 8
Dependent Claim 22 words
Method of claim 1 wherein: R1 is cyclopentyl, methylcyclopentyl, cyclohexyl, or methylcyclohexyl; R2, R3, and R4 are methyl; and X is oxygen.
Claim 9
Dependent Claim 9 words
Method of claim 1 wherein the compound is: 1-Methyl-3-cyclohexyl-6-dimethylamino-s-triazine-2,4(1H,3H)-dione.
Claim 10
Dependent Claim 9 words
Method of claim 1 wherein the compound is: 1-Methyl-3-cyclopentyl-6-dimethylamino-s-triazine-2,4(1H,3H)-dione.
Claim 11
Dependent Claim 28 words
A composition for controlling undesirable vegetation which comprises at least one of (a) a surfactant and (b) an inert carrier material and a compound of the following formula:
Claim 12
Dependent Claim 28 words
A composition for controlling undesirable vegetation which comprises at least one of (a) a surfactant and (b) an inert carrier material and a compound of the following formula:
Claim 13
Dependent Claim 46 words
Composition of claim 10 wherein: R1 is alkyl of 3 through 6 carbon atoms, cycloalkyl of 5 through 8 carbon atoms, or cycloalkyl of 5 through 8 carbon atoms substituted with one methyl group; R2, R3, and R4 are methyl; and X is oxygen or sulfur.
Claim 14
Dependent Claim 51 words
Composition of claim 10 wherein: R1 is alkyl of 3 through 6 carbon atoms; cycloalkyl of 5 through 8 carbon atoms; cyclopentyl substituted with one methyl group; cyclohexyl substituted with 1 or 2 methyl groups; 3-trifluoromethylphenyl; cyclohexenyl; or decahydronaphthen-1-yl; R2 and R3 are methyl; R4 is hydrogen; and X is oxygen.
Claim 15
Dependent Claim 17 words
Composition of claim 10 wherein: R1 is cyclohexyl substituted with two methyl groups; 3-trifluoromethylphenyl; cyclohexenyl; decahydronaphthen-1-yl; or
Claim 16
Dependent Claim 35 words
Composition of claim 12 wherein: R1 is alkyl of 3 through 4 carbon atoms; neopentyl; 1-ethylpropyl; n-hexyl; cycloalkyl of 5 through 8 carbon atoms; 2-methylcyclohexyl; 3-methylcyclohexyl; 2,3-dimethylcyclohexyl; 3,4-dimethylcyclohexyl; 2,4-dimethylcyclohexyl; 2,6-dimethylcyclohexyl; 3,5-dimethylcyclohexyl; 3-trifluoromethylphenyl; 3-cychohexen-1-yl; or 1-decahydronaphthyl.
Claim 17
Dependent Claim 30 words
Composition of claim 13 wherein: R1 is 2,4-dimethylcyclohexyl; 2,6-dimethylcyclohexyl; 2,3-dimethylcyclohexyl; 3,4-dimethylcyclohexyl; 3-trifluoromethylphenyl; 3-cyclohexen-1-yl; 1 decahydronaphthyl; phenyl; 3 methylphenyl; 4-methylphenyl; 3,4-dichlorophenyl; 2, 5-dichlorophenyl; 2-chlorophenyl; 3-chlorophenyl; 4-chlorophenyl; 2-fluorophenyl; 3-fluorophenyl; 2-methyl-5-chlorophenyl; or 3-chloro-4-methylphenyl.
Claim 18
Dependent Claim 22 words
Composition of claim 10 wherein: R1 is cyclopentyl, methylcyclopentyl, cyclohexyl, or methylcyclohexyl; R2, R3, and R4 are methyl; and X is oxygen.
Claim 19
Dependent Claim 9 words
Composition of claim 10 wherein the compound is: 1-Methyl-3-cyclohexyl-6-dimethylamino-s-triazine-2,4-(1H,3H)-dione.
Claim 20
Dependent Claim 9 words
Composition of claim 10 wherein the compound is: 1-Methyl-3-cyclopentyl-6-dimethylamino-s-triazine-2,4(1H,3H)-dione.

References Cited (Backward Citations)

US3505057A Cited
US3544570A Cited
US3682909A Cited
US3835133A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-09-01 1979-03-03 1979-09-02 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-09-01 1983-03-03 1983-09-02 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-09-01 1987-03-03 1987-09-02 $7700.00 Window Closed / Lapsed

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