Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies of Nitriles. IX. Reactions of 2-Acetylamino-3, 3-dichloroacrylic Amide and-N-acylamide with Aliphatic Amines. (2). Syntheses of Some α, α-Diamino Acid Derivatives
KOICHI MATSUMURAHIROSHI SHIMADZUOSAMU MIYASHITANAOTO HASHIMOTO
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1976 Volume 24 Issue 5 Pages 941-947

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Abstract
Reaction of 2-acetylamino-3, 3-dichloroacrylic-N-acetylamide (1) with aliphatic primary amines gave 2-acetylamino-2-(substituted amino)-3, 3-dichloropropionamides (3) as major products, which differs distinctly from the results of reaction of 1 with aliphatic secondary amines which leads to oxazole derivatives 2. The 3 compounds were also prepared by addition of aliphatic primary and secondary amines to 2-acetylamino-3, 3-dichloroacrylamide (6). Small amounts of 2-methyl-5-(substituted amino) oxazole-4-carboxamides (5) were obtained also. The mechanisms of these reactions are discussed.
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© The Pharmaceutical Society of Japan
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