US3691183A
Expired / Lapsed
US
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3,5-substituted-1,2,4 thiadiazoles
Assignee: ExxonMobil Technology and Engineering Co
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Filing: 1970-05-12
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Granted: 1972-09-12
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Expires: 1990-05-12
Abstract
Abstract 3-Halo-1,2,4 thiadiazole-5 sulfenyl halides are produced by reacting cyanodithioimidocarbonate anion with the corresponding halogen. 3-Halo-1,2,4 thiadiazole-5 sulfenyl halides are useful as pesticides and chemical intermediates. Derivatives of the 3halo-1,2,4 thiadiazole-5 sulfenyl halides include the di(3-halo1,2,4 thiadiazol-5-yl) disulfides, and are useful as pesticides, antioxidants, and U.V. stabilizers.
Inventors
- 👤 Warren A Thaler
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 14:10
CPC Classifications
C; C07; C07D; C07D285/00; C07D285/01; C07D285/02; C07D285/04; C07D285/08
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
12 words
The compound of claim 1 in which X1 and X2 are Cl.
Claim 2
Dependent Claim
12 words
The compound of claim 1 in which X1 and X2 are Br.
Claim 3
Dependent Claim
14 words
The compound of claim 1 in which X1 is Br and X2 is chlorine.
Claim 4
Dependent Claim
60 words
A process for preparation of 3-chloro-1,2,4-thiadiazol-5-yl sulfenyl chloride which comprises contacting a cyanodithioimidocarbonate salt, said salt beIng selected from the group consisting of Groups IA, IIA and IIIA salts, with a chlorinating compound, said chlorinating compound selected from the group consisting of Cl2, sulfuryl chloride and thionyl chloride, in an inert solvent at a temperature of from -100* to +100*C.
Claim 5
Dependent Claim
11 words
The process of claim 5 wherein the salt is dipotassium cyanodithioimidocarbonate.
Claim 6
Dependent Claim
11 words
The process of claim 6 wherein the chlorinating compound is Cl2.
Claim 7
Dependent Claim
29 words
The process of claim 6 wherein the reaction is carried out in an inert solvent, said solvent being selected from the group consisting of hydrocarbyl ethers and chlorinated solvents.
Claim 8
Dependent Claim
17 words
The process of claim 9 wherein the temperature range of the reaction is from -50* to 0*C.
Claim 9
Dependent Claim
11 words
The process of claim 10 wherein the solvent is methylene chloride.
Claim 10
Dependent Claim
19 words
The process of claim 5 wherein said salt is selected from the group consisting of sodium and potassium salts.
Claim 11
Dependent Claim
104 words
A process for the preparation of 3-halo-1,2,4-thiadiazol-5-yl sulfenyl chloride, said halo being selected from the group consisting of chloro and bromo which comprises contacting a cyanodithioimidocarbonate salt, said salt being selected from the group consisting of Groups IA, IIA and IIIA salts, with a halogenating compound selected from the group consisting of Br2 and BrCl in an inert solvent at a temperature of from -100* to +100*C to form a 3-halo-1,2,4-thiadiazol-5-yl disulfide, and contacting said disulfide in an inert solvent at a temperature of from -100* to +100*C, with a chlorinating agent selected from the group consisting of Cl2, sulfuryl chloride and thionyl chloride.
Claim 12
Dependent Claim
19 words
The process of claim 12 wherein said salt is selected from the group consisting of potassium and sodium salts.
Claim 13
Dependent Claim
11 words
The process of claim 13 wherein said chlorinating agent is Cl2.
Claim 14
Dependent Claim
16 words
The process of claim 14 wherein said halo is bromo and said halogenating compound is Br2.
Claim 15
Dependent Claim
16 words
The process of claim 14 wherein said halo is bromo and said halogenating compound is BrCl.
Claim 16
Dependent Claim
16 words
The process of claim 14 wherein said halo is chloro and said halogenating compound is BrCl.
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) | 1975-09-12 | 1976-03-13 | 1976-09-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-09-12 | 1980-03-13 | 1980-09-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-09-12 | 1984-03-13 | 1984-09-12 | $7700.00 | Window Closed / Lapsed |