REACTION OF ACYLPYRUVIC ACID ESTERS WITH HYDRAZIDES
Keywords:acylpyruvic acid ester hydrazones, benzoylhydrazine, picolinic acid hydrazide, 5-hydroxy-2-pyrazolines, ring-chain tautomerism
Hydrazides reacted with acylpyruvic acid esters possessing a terminal straight chain alkyl substituent at the C=O bond distal from the ester group, giving 5-hydroxy-2-pyrazolines. Acylpyruvates with bulky terminal substituents underwent condensation at the C=O bond adjacent to the ester group, giving products with hydrazone or 5-hydroxy-2-pyrazoline structure and capable of displaying ring-chain equilibrium between these tautomers in solution.
Authors: V. V. Pakal'nis, I. V. Zerova, S. I. Yakimovich, and V. V. Alekseyev
English Translation in Chemistry of Heterocyclic Compounds, 2013, 49 (3), pp 408-416