Improved Procedure for N-Formylation of Amines to Formamides Using Formic Acid, Oxalyl Chloride and Imidazole

Tokujiro KITAGAWA; Junko ITO; Chinatsu TSUTSUI

doi:10.1248/cpb.42.1931

Tokujiro KITAGAWA, Junko ITO, Chinatsu TSUTSUI

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Keywords: formylation, N-formylimidazole, imidazole, formamide, N, N'-carbonyldiimidazole, oxalyl chloride

JOURNAL FREE ACCESS

1994 Volume 42 Issue 9 Pages 1931-1934

DOI https://doi.org/10.1248/cpb.42.1931

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Abstract

The reaction of imidazole (15) with formyl chloride (14), generated in situ by the action of oxalyl chloride (10) on formic acid (3), afforded N-formylimidazole (7), which is a convenient formylating reagent. This procedure was used to prepare N-formyl derivatives (2) of aliphatic, aromatic and heteroaromatic amines (1) under mild conditions.

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