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Process for the preparation of urethanes

Assignee: Bayer AG
•
Filing: 1980-02-27
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Granted: 1981-10-27
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Expires: 2000-02-27
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Abstract

Abstract A process for producing urethanes by reacting primary amines, carbon monoxide and organic hydroxyl compounds in the presence of molecular oxygen and/or organic nitro compounds as oxidizing agents and a catalyst system comprising a noble metal and/or a compound of a noble metal of the 8th subgroup of the Periodic System of Elements and a compound capable of undergoing Redox reactions under reaction conditions of the 3rd to 5th main group and/or 1st to 8th subgroup of the Periodic System of Elements.

Inventors

  • 👤 Robert Becker
  • 👤 Johann Grolig
  • 👤 Christian Rasp

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 22:23
CPC Classifications
C; C07; C07C; C07C269/00; C07C269/04

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 93 words
A heat efficient process for the preparation of urethanes comprising reacting primary amines with carbon monoxide and organic compounds having at least one hydroxyl group in the presence of (a) molecular oxygen as oxidizing agent, (b) a noble metal and/or a compound of a noble metal of the 8th subgroup of the Periodic System of Elements, and (c) a compound of an element of the 3rd to 5th main group and/or 1st to 8th subgroup of the Periodic System of Elements, said compound being capable of undergoing Redox reactions under the reaction conditions.
Claim 2
Dependent Claim 93 words
A heat efficient process for the preparation of urethanes comprising reacting primary amines with carbon monoxide and organic compounds having at least one hydroxyl group in the presence of (a) molecular oxygen as oxidizing agent, (b) a noble metal and/or a compound of a noble metal of the 8th subgroup of the Periodic System of Elements, and (c) a compound of an element of the 3rd to 5th main group and/or 1st to 8th subgroup of the Periodic System of Elements, said compound being capable of undergoing Redox reactions under the reaction conditions.
Claim 3
Dependent Claim 22 words
A process as claimed in claim 1 wherein said primary amine is an aromatic amine containing one or two primary amino groups.
Claim 4
Dependent Claim 20 words
A process as claimed in claim 1 wherein said compound (b) consists of palladium, rhodium, palladium compounds and/or rhodium compounds.
Claim 5
Dependent Claim 24 words
A process as claimed in claim 1 wherein said organic hydroxyl compound is a monohydric primary aliphatic alcohol having 1 to 6 carbon atoms.
Claim 6
Dependent Claim 32 words
A process as claimed in claim 1 wherein said reaction is carried out at a temperature of from 100° to 300° C. and at a pressure of from 5 to 500 bar.
Claim 7
Dependent Claim 14 words
The process of claim 1 wherein component (a) further includes an organic nitro compound.
Claim 8
Dependent Claim 124 words
A heat efficient process for the preparation of urethane comprising reacting primary amines with carbon monoxide and organic compounds having at least one hydroxyl group in the presence of (a) molecular oxygen and/or organic nitro compounds as oxidizing agents, in an amount such that when an organic nitro compound is used as the oxidizing agent, the molar ratio of primary amine to nitro compound is at least 1.1 to 1, (b) a noble metal and or a compound of the noble metal of the 8th subgroup of the Periodic System of Elements, and (c) an oxychloride of elements of the 3rd to 5th main group or 1st to 8th subgroup of the Periodic System of Elements capable of undergoing Redox reaction under reaction conditions.
Claim 9
Dependent Claim 124 words
A heat efficient process for the preparation of urethane comprising reacting primary amines with carbon monoxide and organic compounds having at least one hydroxyl group in the presence of (a) molecular oxygen and/or organic nitro compounds as oxidizing agents, in an amount such that when an organic nitro compound is used as the oxidizing agent, the molar ratio of primary amine to nitro compound is at least 1.1 to 1, (b) a noble metal and or a compound of the noble metal of the 8th subgroup of the Periodic System of Elements, and (c) an oxychloride of elements of the 3rd to 5th main group or 1st to 8th subgroup of the Periodic System of Elements capable of undergoing Redox reaction under reaction conditions.
Claim 10
Dependent Claim 14 words
A process as claimed in claim 7 wherein said component (c) is iron oxychloride.
Claim 11
Dependent Claim 123 words
A heat efficient process for the preparation of urethanes comprising reacting primary amines with carbon monoxide and organic compounds having at least one hydroxyl group in the presence of (a) molecular oxygen and/or organic nitro compounds as oxidizing agent, (b) a noble metal and/or a compound of a noble metal of the 8th subgroup of the Periodic System of Elements, and (c) mixtures of (1) oxides and/or hydroxides of elements of the 3rd to 5th main group and 1st to 8th subgroup of the Periodic System of Elements capable of undergoing Redox reactions under reaction conditions in combination with (2) compounds containing chlorine bound anionically in the form of chloride suitable for activating said oxides and/or hydroxides under said reaction conditions forming chloride.
Claim 12
Dependent Claim 123 words
A heat efficient process for the preparation of urethanes comprising reacting primary amines with carbon monoxide and organic compounds having at least one hydroxyl group in the presence of (a) molecular oxygen and/or organic nitro compounds as oxidizing agent, (b) a noble metal and/or a compound of a noble metal of the 8th subgroup of the Periodic System of Elements, and (c) mixtures of (1) oxides and/or hydroxides of elements of the 3rd to 5th main group and 1st to 8th subgroup of the Periodic System of Elements capable of undergoing Redox reactions under reaction conditions in combination with (2) compounds containing chlorine bound anionically in the form of chloride suitable for activating said oxides and/or hydroxides under said reaction conditions forming chloride.

References Cited (Backward Citations)

US3531512A Cited
GB1472243A Cited
US4178455A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-10-26 1985-04-27 1985-10-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-10-26 1989-04-27 1989-10-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-10-26 1993-04-27 1993-10-27 $7700.00 Window Closed / Lapsed

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