Patent US4088698A successfully refreshed from Google Patents.
US4088698A
Expired / Lapsed
US
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Production of thiophenols
Assignee: Monsanto Co
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Filing: 1977-03-03
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Granted: 1978-05-09
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Expires: 1997-03-03
Abstract
Abstract A method for preparing thiophenolic compounds is described comprising reacting a phenol and hydrogen sulfide in the presence of a vanadia catalyst. It is preferred to carry out the process of this invention at low pressures, i.e. at pressures lower than 100 psi, atmospheric pressure being very suitable, although the process is operable at subatmospheric pressures. Preferred phenols, catalysts and reaction conditions are also described.
Inventors
- 👤 Norman A. Fishel
- 👤 David E. Gross
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 11:18
CPC Classifications
C; C07; C07C; C07C323/00
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
58 words
A process for the production of thiophenols comprising reacting a phenol and hydrogen sulfide in vapor phase at a temperature in the range of 300° C. to 700° C. at a gas hourly space velocity of from 1 hr -1 to 3,000 hr -1 over a vanadium oxide catalyst to give a crude vapor product containing a thiophenol.
Claim 2
Dependent Claim
58 words
A process for the production of thiophenols comprising reacting a phenol and hydrogen sulfide in vapor phase at a temperature in the range of 300° C. to 700° C. at a gas hourly space velocity of from 1 hr -1 to 3,000 hr -1 over a vanadium oxide catalyst to give a crude vapor product containing a thiophenol.
Claim 3
Dependent Claim
15 words
A process of claim 1 carried out at a pressure of less than 100 psi.
Claim 4
Dependent Claim
12 words
A process of claim 2 wherein the pressure is about atmospheric pressure.
Claim 5
Dependent Claim
15 words
A process of claim 1 wherein said phenol is phenol and which thiophenol is thiophenol.
Claim 6
Dependent Claim
15 words
A process of claim 1 wherein the catalyst comprises vanadium oxide dispersed on a support.
Claim 7
Dependent Claim
25 words
A process of claim 1 wherein the catalyst comprises vanadium oxide dispersed on a support selected from the group consisting of silica, silica-alumina and alumina.
Claim 8
Dependent Claim
15 words
A process of claim 1 wherein said phenol is resorcinol and said thiophenol is m-hydroxybenzenethiol.
Claim 9
Dependent Claim
27 words
A process of claim 1 wherein the molar ratio of hydrogen sulfide to phenol in the reaction mixture is preferably in the range of 0.7:1 to 10:1.
Claim 10
Dependent Claim
20 words
A process of claim 1 wherein the reaction temperature is preferably in the range of 400° C to 600° C.
Claim 11
Dependent Claim
25 words
A process of claim 1 wherein the gas hourly space velocity is preferably in the range of 20 hr -1 to 800 hr -1 .
Claim 12
Dependent Claim
26 words
A process of claim 1 wherein the crude vapor product is cooled and a crude liquid product is separated from a vapor comprising unreacted hydrogen sulfide.
Claim 13
Dependent Claim
18 words
A process of claim 11 wherein a thiophenol product is separated from the crude liquid product by distillaton.
Claim 14
Dependent Claim
33 words
A process of claim 11 wherein unreacted phenol reactant is separated from the crude liquid product by distillation and the unreacted, separated phenol is recycled to the reactor together with unreacted hydrogen sulfide.
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) | 1981-05-08 | 1981-11-07 | 1982-05-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-05-08 | 1985-11-07 | 1986-05-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-05-08 | 1989-11-07 | 1990-05-09 | $7700.00 | Window Closed / Lapsed |