US3956360A
Expired / Lapsed
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Process for the manufacture of urethanes
Assignee: Atlantic Richfield Co
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Filing: 1974-04-11
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Granted: 1976-05-11
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Expires: 1994-04-11
Abstract
Abstract A process for the manufacture of urethanes and the optional co-production of amines by reacting at elevated temperatures and pressures an organic compound containing at least one hydroxyl group with carbon monoxide and a nitrogenous organic compound containing at least one non-cyclic group, in which a nitrogen atom is directly attached to a single carbon atom and is also attached through a double bond to an oxygen or another nitrogen atom, in the presence of an active amount of a catalyst selected from the group consisting of selenium, sulfur, selenium compounds, tellurium compounds, sulfur compounds and mixtures thereof and a base and/or water.
Inventors
- 👤 John G. Zajacek
- 👤 John J. McCoy
- 👤 Karl E. Fuger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 21:09
CPC Classifications
C; C08; C08G; C08G71/00; C08G71/04
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
127 words
A process for the manufacture of urethanes by reacting at least one hydroxyl group containing compound having the formula R(OH) n or R'(OH) n wherein n is from 1 to 3, R is an optionally substituted aliphatic, cycloaliphatic or araliphatic group having from 1 to 20 carbon atoms, and R' is an aromatic group containing 1 to 3 benzenoid rings with carbon monoxide and a nitrogenous organic compound selected from the group consisting of organic nitro, nitroso, azo and azoxy compounds containing up to 24 carbon atoms, at a superatmospheric pressure and an elevated temperature below the temperature at which decomposition occurs, in the presence of an active amount of a tellurium compound, and at least one member selected from the group consisting of base and water.
Claim 2
Dependent Claim
127 words
A process for the manufacture of urethanes by reacting at least one hydroxyl group containing compound having the formula R(OH) n or R'(OH) n wherein n is from 1 to 3, R is an optionally substituted aliphatic, cycloaliphatic or araliphatic group having from 1 to 20 carbon atoms, and R' is an aromatic group containing 1 to 3 benzenoid rings with carbon monoxide and a nitrogenous organic compound selected from the group consisting of organic nitro, nitroso, azo and azoxy compounds containing up to 24 carbon atoms, at a superatmospheric pressure and an elevated temperature below the temperature at which decomposition occurs, in the presence of an active amount of a tellurium compound, and at least one member selected from the group consisting of base and water.
Claim 3
Dependent Claim
26 words
A process as claimed in claim 1 wherein the process is conducted under an initial carbon monoxide pressure of between about 10 and about 100 atmospheres.
Claim 4
Dependent Claim
15 words
A process as claimed in claim 1 wherein the temperature is maintained below about 200°C.
Claim 5
Dependent Claim
17 words
A process as claimed in claim 1 wherein both base and water are present during the reaction.
Claim 6
Dependent Claim
156 words
The process for preparing urethanes and the co-production of amines which comprises reacting at least one hydroxyl group containing compound having the formula R(OH) n or R'(OH) n wherein n is from 1 to 3, R is an optionally substituted aliphatic, cycloaliphatic or araliphatic group having from 1 to 20 carbon atoms, and R' is an aromatic group containing 1 to 3 benzenoid rings with carbon monoxide and a nitrogenous organic compound selected from the group consisting of organic nitro, nitroso, azo and azoxy compounds containing up to 24 carbon atoms, at a temperature of between about 100° and about 200°C. and a pressure between about 10 and 100 atmospheres in the presence of a tellurium compound, and at least one additional member selected from the group consisting of base and water, wherein the catalyst is present in a molar amount of between 10 to 1 and 1000 to 1 of nitrogenous organic compound to catalyst.
Claim 7
Dependent Claim
156 words
The process for preparing urethanes and the co-production of amines which comprises reacting at least one hydroxyl group containing compound having the formula R(OH) n or R'(OH) n wherein n is from 1 to 3, R is an optionally substituted aliphatic, cycloaliphatic or araliphatic group having from 1 to 20 carbon atoms, and R' is an aromatic group containing 1 to 3 benzenoid rings with carbon monoxide and a nitrogenous organic compound selected from the group consisting of organic nitro, nitroso, azo and azoxy compounds containing up to 24 carbon atoms, at a temperature of between about 100° and about 200°C. and a pressure between about 10 and 100 atmospheres in the presence of a tellurium compound, and at least one additional member selected from the group consisting of base and water, wherein the catalyst is present in a molar amount of between 10 to 1 and 1000 to 1 of nitrogenous organic compound to catalyst.
Claim 8
Dependent Claim
63 words
The process of preparing urethanes which comprises reacting carbon monoxide with at least one hydroxyl group-containing compound selected from the group consistng of aliphatic and aromatic alcohols and phenols and at least one aromatic nitro compound in the presence of a catalytically effective amount of a tellurium-containing compound and at least one member selected from the group consisting of a base and water.
Claim 9
Dependent Claim
63 words
The process of preparing urethanes which comprises reacting carbon monoxide with at least one hydroxyl group-containing compound selected from the group consistng of aliphatic and aromatic alcohols and phenols and at least one aromatic nitro compound in the presence of a catalytically effective amount of a tellurium-containing compound and at least one member selected from the group consisting of a base and water.
Claim 10
Dependent Claim
46 words
The process of preparing urethanes which comprises reacting carbon monoxide with at least one lower aliphatic alcohol and a dinitrotoluene in the presence of a catalyst system comprising a tellurium-containing compound and at least one member selected from the group consisting of a base and water.
Claim 11
Dependent Claim
46 words
The process of preparing urethanes which comprises reacting carbon monoxide with at least one lower aliphatic alcohol and a dinitrotoluene in the presence of a catalyst system comprising a tellurium-containing compound and at least one member selected from the group consisting of a base and water.
Claim 12
Dependent Claim
22 words
The process as claimed in claim 7 wherein said dinitrotoluene is selected from the group consisting of 2,4-dinitrotoluene; 2,6-dinitrotoluene and mixtures thereof.
Claim 13
Dependent Claim
33 words
The process as claimed in claim 7 wherein said dinitrotoluene is selected from the group consisting of 2,4-dinitrotoluene; 2,6-dinitrotoluene and mixtures thereof and said catalyst system comprises a tellurium compound and a base.
References Cited (Backward Citations)
US3531512A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-05-11 | 1979-11-10 | 1980-05-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-05-11 | 1983-11-10 | 1984-05-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-05-11 | 1987-11-10 | 1988-05-11 | $7700.00 | Window Closed / Lapsed |