Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Reaction of Ethoxymethylenemalononitrile with Hydrazine Hydrate
KATSUHIKO NAGAHARAKANAME TAKAGITAKEO UEDA
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1976 Volume 24 Issue 11 Pages 2880-2882

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Abstract

The reaction of ethoxymethylenemalononitrile (EMMN) with hydrazine hydrate in the presence of ethanol at room temperature gave 3-amino-4-cyanopyrazole (I) and a novel pyrazole derivative, 3-amino-4-cyano-2-hydrazonomethylpyrazole (II). When this reaction was carried out under reflux, II was not obtained. The result of various solvents for the preparation of II was found at present acetonitrile as a solvent most suitable. The reaction of EMMN with hydrazine hydrate in water at room temperature gave I in good yield. On the other hand, the reaction of hydrazine hydrate with excess EMMN afforded 7-amino-3, 6-dicyanopyrazolo [1, 5-a] pyrimidine.

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© The Pharmaceutical Society of Japan
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