Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1992-11-16
1994-09-06
Shah, Mukund J.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
540450, 540596, 540597, 540602, 546208, 548518, 548573, C07D21108
Patent
active
053449347
ABSTRACT:
The present invention provides a process for preparing urethanes and carbonates from an amine or an alcohol, carbon dioxide and a hydrocarbyl halide. The amine or alcohol is reacted with carbon dioxide in a suitable solvent system and in the presence of an amidine or guanidine base, to form the ammonium carbamate or carbonate salt which is then reacted in a polar aprotic solvent with a hydrocarbyl halide. Polymer products can also be prepared utilizing this process or utilizing the resulting urethanes and carbonates under standard polymerization conditions.
REFERENCES:
patent: 4467089 (1984-08-01), Bechara
Ishii et al., Chemical Abstracts, vol. 106, 1987 Abstract 119278u.
Chemistry Express, vol. 1, No. 4, 224-227, 1986.
Aresta, M. and Quaranta, E., "Role of the Macrocyclic Polyether in the Synthesis of N-Alkylcarbamate Esters from Primary Amines, CO.sub.2 and Alkyl Halides in the Presence of Crown-Ethers", Tetrahedron, 48, 1515-30 (1992).
Yoshida, Y. et al., "Novel Synthesis of Carbamate Ester from Carbon Dioxide, Amines, and Alkyl Halides", Bull. Chem. Soc. Jpn., 62, 1534-38 (1989).
Hori, Y. et al., "New Organic Synthesis with DBU: Part 7. Synthesis of Carbonates and Carbamates with Carbon Dioxide Gas as the Starting Material", Chemistry Express, vol. 1, No. 4, pp. 224-227 (1986).
McGhee William D.
Parnas Barry L.
Riley Dennis P.
Talley John J.
Bolding James C.
Goetz Kenneth D.
Gupta Y. N.
Monsanto Company
Passley Paul L.
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