US4144272A
Expired / Lapsed
US
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Method of preparing tetraalkyl thiuram disulfides
Assignee: Goodyear Tire and Rubber Co
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Filing: 1977-12-14
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Granted: 1979-03-13
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Expires: 1997-12-14
Abstract
Abstract Method of preparing tetraalkyl thiuram disulfides by racting a secondary amine with carbon disulfide in a substantially neutral solution of a saturated aliphatic alcohol and oxidizing the dithiocarbamate formed thereby with a hydroperoxide. The invention has particular utility by providing a relatively pollution-free method of preparing tetraalkyl thiuram disulfides.
Inventors
- 👤 Angelo Bergomi
- 👤 James J. Tazuma
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 18:27
CPC Classifications
C; C07; C07C; C07C333/00; C07C333/14; C07C333/30; C07C333/32
Claims Analysis
Total Claims: 2
Claim 1
Independent Claim
171 words
A method of preparing tetramethyl thiuram disulfide which consists essentially of (A) reacting dimethylamine with carbon disulfide at a temperature in the range of about 30° C. to about 80° C. in a solution of a solvent of 10-100 weight percent alcohol selected from at least one of methyl alcohol, ethyl alcohol, isopropyl alcohol or t-butyl alcohol, and correspondingly, 90-0 weight percent water, then (B) oxidizing the dithiocarbamate formed by the dimethylamine/carbon disulfide reaction at a temperature in the range of about 0° C. to about 100° C., but not appreciably above the boiling point of the alcohol, substantially immediately after the addition of said dimethylamine, by the addition of hydrogen peroxide while (C) maintaining the acid-base condition of said solution only as the condition generated by the reactants and products themselves; where the mole ratio of the dimethylamine to carbon disulfide is in the range of about 0.8/1 to aboout 1/1 and where the mole ratio of peroxide to dithiocarbamate is in the range of about 0.3/1 to about 0.7/1.
Claim 2
Independent Claim
171 words
A method of preparing tetramethyl thiuram disulfide which consists essentially of (A) reacting dimethylamine with carbon disulfide at a temperature in the range of about 30° C. to about 80° C. in a solution of a solvent of 10-100 weight percent alcohol selected from at least one of methyl alcohol, ethyl alcohol, isopropyl alcohol or t-butyl alcohol, and correspondingly, 90-0 weight percent water, then (B) oxidizing the dithiocarbamate formed by the dimethylamine/carbon disulfide reaction at a temperature in the range of about 0° C. to about 100° C., but not appreciably above the boiling point of the alcohol, substantially immediately after the addition of said dimethylamine, by the addition of hydrogen peroxide while (C) maintaining the acid-base condition of said solution only as the condition generated by the reactants and products themselves; where the mole ratio of the dimethylamine to carbon disulfide is in the range of about 0.8/1 to aboout 1/1 and where the mole ratio of peroxide to dithiocarbamate is in the range of about 0.3/1 to about 0.7/1.
References Cited (Backward Citations)
US1413172A
Cited
US1782111A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-03-12 | 1982-09-11 | 1983-03-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-03-12 | 1986-09-11 | 1987-03-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-03-12 | 1990-09-11 | 1991-03-13 | $7700.00 | Window Closed / Lapsed |