Publisher: Chemical Society of Nigeria

Synthesis of 3-Anilinopropanamides

V. C. Agwada, L. A. Nnamonu
KEYWORDS: acrylamide, 3-anilinopropanamides, Michael addition, p-toluenesulphonic acid

ABSTRACT:

This work reports a facile and elegant synthesis of 3-anilinopropanamides which are intermediates in the preparation of the 4-aminoquinoline nucleus, in up to 90% yield. They were prepared by an acid-catalysed Michael addition using acrylamide and anilines substituted at the 2-, 3- and 4- positions with methyl or methoxy groups. Para-toluene sulphonic acid was used as catalyst. The result of this work opens up a worthwhile route to the 4-aminoquinoline nucleus which is central in any effort towards the preparation of quinoline-based anti malarial agents.


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