Reactions with the Arylhydrazones of α‐Cyanoketones: The Structure of 2‐Arylhydrazono‐3‐ketimino‐nitriles

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Abstract
Analysis of the IR., UV., and polarographic data of a variety of 2‐arylhydrazono‐3‐ketimino‐nitriles indicated that these derivatives exist mainly in the intramolecularly chelated hydrazone structure 1.Compounds 1 reacted with hydrazine hydrate to yield the corresponding 5‐amino‐4‐arylazopyrazoles (3).Compounds 3a reacted with acetylacetone, ethyl acetoacetate, and diethyl malonate to yield the pyrazolo[1, 5‐a]pyrimidine derivatives 4, 5, and 7 respectively. Compound 3a also reacted with benzoylisothiocyanate to yield the pyrazolyl thiourea derivative 8.