Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Reactions of Amide Homologs. I. Reaction between Azomethines and Amides.
Minoru SekiyaToshio Oishi
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1959 Volume 7 Issue 4 Pages 468-471

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Abstract
1) By the reaction between N-benzylidenemethylamine and formamide, a compound of new benzylidenediamine type, namely N-benzylidene-α-formamidobenzylamine, was obtained as the main product. Hydrolysis, catalytic reduction under a high pressure, and selective catalytic reduction of this product were examined and its ultraviolet spectrum was shown, by which its structure was confirmed. 2) N-Arylmethylene-alkylamines such as N-benzylideneethylamine, N-(p-chlorobenzylidene) methylamine, and N-anisylidenemethylamine reacted in the same way with formamide to afford N-arylmethylene-1-formamido-1-arylmethylamines as in the reaction between N-benzylidenemethylamine and formamide. Moreover, N-benzylidenemethylamine and acetamide reacted similarly, affording N-benzylidene-α-acetamidobenzylamine.
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© The Pharmaceutical Society of Japan
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