Studies with 3-Oxoalkanenitriles: Synthesis of New Pyrazolo[1,5-a]pyrimidines and Pyrazolo[5,1-c]-1,2,4-triazines and Reactivity of 4-Phenyl-3-oxobutanenitrile Derivatives

Abstract

4-Phenyl-3-oxobutanenitrile is synthesized via the reaction of ethyl phenylacetate with acetonitrile in the presence of sodium hydride and identified by isolating its 2-phenylhydrazone and dimethylaminomethylidene derivatives; both the hydrazone and dimethylaminomethylidene derivatives prove versatile starting materials for the synthesis of a variety of polyfunctionally substituted heterocycles.