US4307236A
Expired / Lapsed
US
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Process for the preparation of dithiazole-disulfides
Assignee: Akzona Inc
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Filing: 1980-10-14
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Granted: 1981-12-22
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Expires: 2000-10-14
Abstract
Abstract This disclosure relates to a novel process for preparing a class of dithiazolyl-(2,2')-disulfides by the catalytic oxidation of 2-mercaptothiazoles. In particular the present invention involves a process for preparing dibenzothiazyl-disulfides upon the oxidation of a 2-mercaptobenzothiazole in the presence of a tertiary amine.
Inventors
- 👤 Hans Zengel
- 👤 Manfred Bergfeld
- 👤 Ludwig Eisenhuth
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 21:07
CPC Classifications
C; C07; C07D; C07D277/00; C07D277/02; C07D277/20; C07D277/32; C07D277/36; C07D277/60; C07D277/62; C07D277/68; C07D277/70; C07D277/76; C07D277/78
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
143 words
A process for preparing a compound of the formula: ##STR4## wherein R and R' are independently selected from the group consisting of hydrogen, halogen, nitro, hydroxyl and substituted C 1 -C 6 alkyl, C 1 -C 6 alkoxy, C 6 -C 12 cycloalkyl or C 6 -C 12 aryl containing one or more substituents selected from the class consisting of halogen, nitro, C 1 -C 5 alkyl and C 1 -C 5 alkoxy; or R and R' jointly may form the substituent ##STR5## whereby R", R'", R'"' and R'"" are independently selected from the groups represented by R and R', which comprises catalytically oxidizing a 2-mercaptothiazole of the general formula ##STR6## utilizing oxygen, or a gas containing oxygen, in the presence of a solvent at temperatures in a range from 0° C. to 150° C., in the presence of a tertiary amine catalyst.
Claim 2
Dependent Claim
143 words
A process for preparing a compound of the formula: ##STR4## wherein R and R' are independently selected from the group consisting of hydrogen, halogen, nitro, hydroxyl and substituted C 1 -C 6 alkyl, C 1 -C 6 alkoxy, C 6 -C 12 cycloalkyl or C 6 -C 12 aryl containing one or more substituents selected from the class consisting of halogen, nitro, C 1 -C 5 alkyl and C 1 -C 5 alkoxy; or R and R' jointly may form the substituent ##STR5## whereby R", R'", R'"' and R'"" are independently selected from the groups represented by R and R', which comprises catalytically oxidizing a 2-mercaptothiazole of the general formula ##STR6## utilizing oxygen, or a gas containing oxygen, in the presence of a solvent at temperatures in a range from 0° C. to 150° C., in the presence of a tertiary amine catalyst.
Claim 3
Dependent Claim
23 words
A process according to claim 1 wherein the tertiary amine catalyst is selected from the class consisting of trimethylamine, triethylamine, tri-n-propylamine and tri-n-butylamine.
Claim 4
Dependent Claim
24 words
A process according to claim 2 wherein a tertiary amine is employed in quantities of 0.1 to 20% by weight of the reaction mixture.
Claim 5
Dependent Claim
21 words
A process according to claim 1 wherein a cocatalyst consisting of a heavy metal, or a heavy metal compound is employed.
Claim 6
Dependent Claim
15 words
A process according to claim 4 wherein the cocatalyst is copper or a copper compound.
Claim 7
Dependent Claim
22 words
A process according to claim 5 wherein a copper compound is employed in quantities of less than 0.1% by weight of 2-mercaptobenzothiazole.
Claim 8
Dependent Claim
27 words
A process according to claim 6 wherein a copper compound is selected from the class consisting of powdered copper, copper-(I)-chloride, copper-(II)-acetate, copper-(II)-sulfate, copper-(II)-oleate, copper-(II)-acetylacetonate, copper-(II)-sulfide, and copper-(II)-oxide.
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) | 1984-12-21 | 1985-06-22 | 1985-12-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-12-21 | 1989-06-22 | 1989-12-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-12-21 | 1993-06-22 | 1993-12-22 | $7700.00 | Window Closed / Lapsed |