US4042372A
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Substituted thiadiazolotriazinediones and method of preparation
Assignee: Eli Lilly and Co
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Filing: 1976-11-19
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Granted: 1977-08-16
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Expires: 1996-11-19
Abstract
Abstract Novel substituted thiadiazolotriazinediones, active as herbicides, antimicrobial agents, antiviral agents, and a method for their preparation, together with herbicidal methods and compositions employing said novel compounds.
Inventors
- 👤 Richard W. Harper
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 10:39
CPC Classifications
C; C07; C07D; C07D513/00; C07D513/02; C07D513/04; A; A01; A01N; A01N43/00; A01N43/90
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
42 words
A compound of the formula ##STR3## wherein R is selected from the group consisting of methyl, chlorodifluoromethyl, difluoromethyl, trifluoromethyl, pentafluoroethyl, t-butyl, (CH 3 ) 2 NSO 2 , and morpholinosulfonyl; and R 1 is hydrogen, methyl, ethyl, ally, phenyl, p-nitrophenyl, or 3,5-dichlorophenyl.
Claim 2
Dependent Claim
42 words
A compound of the formula ##STR3## wherein R is selected from the group consisting of methyl, chlorodifluoromethyl, difluoromethyl, trifluoromethyl, pentafluoroethyl, t-butyl, (CH 3 ) 2 NSO 2 , and morpholinosulfonyl; and R 1 is hydrogen, methyl, ethyl, ally, phenyl, p-nitrophenyl, or 3,5-dichlorophenyl.
Claim 3
Dependent Claim
10 words
A compound as in claim 1, said compound being 6-methyl-2-(trifluoromethyl)-5H-1,3,4-thiadiazolo[3,2-a]-s-triazine-5,7(6H)-dione.
Claim 4
Dependent Claim
10 words
A compound as in claim 1 said compound being 2-t-butyl-6-methyl-5H-1,3,4-thiadiazolo-[3,2-a]-s-triazine-5,7(6H)-dione.
Claim 5
Dependent Claim
10 words
A compound as in claim 1, said compound being 2-(difluoromethyl)-6-methyl-5H-1,3,4-thiadiazolo[3,2-a]-s-triazine-5,7(6H)-dione.
Claim 6
Dependent Claim
10 words
A compound as in claim 1, said compound being 2-(dimethylsulfamoyl)-6-methyl-5H-1,3,4-thiadiazolo[3,2-a]-s-triazine-5,7(6H)-dione.
Claim 7
Dependent Claim
1 words
6-Methyl-2-(pentafluoroethyl)-5H-1,3,4-thiadiazolo[3,2-a]-s-triazine-5,7(6H)-dione
Claim 8
Dependent Claim
1 words
6-Methyl-2-(pentafluoroethyl)-5H-1,3,4-thiadiazolo[3,2-a]-s-triazine-5,7(6H)-dione
Claim 9
Independent Claim
35 words
A method of controlling unwanted vegetation which comprises the application to the locus of the vegetation of an herbicidally-effective amount of a compound selected from the group consisting of 6-methyl-2-(trifluoromethyl)-5H-1,3,4-thiadiazolo[3,2-a]-s-triazine-5,7(6H)-dione, 2-(dimethylsulfamoyl)-6-methyl-5H-1,3,4-thiadiazolo[3,2-a]-s-triazine-5,7(6H)-dione, 2-(difluoromethyl)-6-methyl-5H-1,3,4-thiadiazolo[3,2-a]-s-triazine-5,7(6H)-dione, 6-methyl-2-(morpholinosulfonyl)-5H-1,3,4-thiadiazolo[3,2-a]-s-triazine-5,7(6H)-dione, and 6-ethyl-2-(trifluoromethyl)-5H-1,3,4-thiadiazolo[3,2-a]-s-triazine-5,7(6H)-dione.
Claim 10
Independent Claim
35 words
A method of controlling unwanted vegetation which comprises the application to the locus of the vegetation of an herbicidally-effective amount of a compound selected from the group consisting of 6-methyl-2-(trifluoromethyl)-5H-1,3,4-thiadiazolo[3,2-a]-s-triazine-5,7(6H)-dione, 2-(dimethylsulfamoyl)-6-methyl-5H-1,3,4-thiadiazolo[3,2-a]-s-triazine-5,7(6H)-dione, 2-(difluoromethyl)-6-methyl-5H-1,3,4-thiadiazolo[3,2-a]-s-triazine-5,7(6H)-dione, 6-methyl-2-(morpholinosulfonyl)-5H-1,3,4-thiadiazolo[3,2-a]-s-triazine-5,7(6H)-dione, and 6-ethyl-2-(trifluoromethyl)-5H-1,3,4-thiadiazolo[3,2-a]-s-triazine-5,7(6H)-dione.
Claim 11
Dependent Claim
22 words
The method of claim 6 wherein the herbicidal compound is applied at the rate of from about 1.12 to about 56 kg./ha.
Claim 12
Dependent Claim
22 words
The method of claim 6 wherein the herbicidal compound is applied at the rate of from about 2.24 to about 22.4 kg./ha.
Claim 13
Dependent Claim
11 words
The method of claim 6 wherein the herbicidal compound is 2-(dimethylsulfamoyl)-6-methyl-5H-1,3,4-thiadiazolo[3,2-s]-s-triazine-5,7(6H)-dione.
Claim 14
Dependent Claim
43 words
The method of preparing a compound as defined in claim 1 which comprises allowing a compound of the formula ##STR4## wherein R and R 1 have the same significance as in claim 1, to react with phosgene in solvent, and isolating the product.
Claim 15
Dependent Claim
11 words
The method of claim 11 wherein the solvent is ethyl acetate.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-08-15 | 1981-02-14 | 1981-08-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-08-15 | 1985-02-14 | 1985-08-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-08-15 | 1989-02-14 | 1989-08-16 | $7700.00 | Window Closed / Lapsed |