Volume 24, Issue 32
Preparative Organic Chemistry
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ChemInform Abstract: Synthesis of Isocyanates from Carboxylic Acids Using Diphenylphosphoryl Azide and 1,8-Bis(dimethylamino)naphthalene.

J. W. GILMAN

J. W. GILMAN

Univ. Dayton Res. Inst., Phillips Lab./RKFE, Edwards Air Force Base, CA 93523, USA

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Y. A. OTONARI

Y. A. OTONARI

Univ. Dayton Res. Inst., Phillips Lab./RKFE, Edwards Air Force Base, CA 93523, USA

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First published: August 10, 1993

Abstract

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ChemInform Abstract

Treatment of carboxylic acids such as (I) or (III) with diphenyl phosphorazidate and 1,8-bis(dimethylamino)naphthalene in THF leads to formation of highly pure isocyanates. The advantage of this method is based on the easy removal of the generated ammonium phosphate salt by precitipation. The results of the application of other amines and other solvents are described in the original paper; e.g., the use of dioxane as the solvent results in lower yields.

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