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KMID : 0043319890120030201
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Archives of Pharmacal Research
1989 Volume.12 No. 3 p.201 ~ p.206
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Reactions with Acetoacetanilide: Synthesis and Antibacterial Activity of some New Pyran, Pyrano[2,3-c]pyrazole and Pyrano[2,3-c]-pyridine Derivatives
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Riad BY
Abdelhamid AO/Khalifa FA/Saleh YE
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Abstract
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The reaction of acetoacetanilide (1) with the alpha-cyanocinnamonitrile derivatives 2 yielded the Michael adducts 4 which could be converted into the pyrano[2,3-c] pyrazole derivatives 5 via their reaction with hydrazine hydrate. Cyclisation of 4 afforded the cyanoaminopyrans 9 which could in turn be converted into the corresponding pyridine derivatives 10. The pyranopyrazoles 9 reacted with different activated nitrile derivatives (3a-c) to give the pyrano[2,3-c]pyridine derivatives 13, 16 and 19 respectively. The biological activity of the synthesised heterocyclic derivatives was investigated and discussed.
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KEYWORD
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