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DABCO catalyzed, green and efficient, one-pot multicomponent synthesis of 5-aminopyrazole-4-carbonitrile

Nidhi Singh, Jaya Pandey

2021Current Research in Green and Sustainable Chemistry26 citationsDOIOpen Access PDF

Abstract

This work describes an unaccustomed DABCO catalyzed synthetic approach for 5-Aminopyrazole-4-carbonitrile synthesis. A series of substituted derivatives of 5-Aminopyrazole-4-carbonitrile were synthesized deploying this facile and efficient catalyst in green aqueous media. The reaction involves condensation of malononitrile, benzaldehyde and phenylhydrazine, generating one-pot pyrazole products. The mechanistic chemistry of synthesis encompasses Knoevenagel condensation followed by amination and superseded by intra-molecular cyclization. The synthetic route is a lucid and effective route involving green solvent and less hazardous reaction conditions. Besides this, minimum reaction period, easy work-up and elimination of by-products during synthesis, make this reaction a model reaction for pyrazole synthesis. The synthesized molecules were analyzed and verified through their IR, 1H NMR, 13C NMR and Mass spectra.

Topics & Concepts

MalononitrileDABCOKnoevenagel condensationChemistryPhenylhydrazineCatalysisOrganic chemistryBenzaldehydeAldehydeOne-pot synthesisCombinatorial chemistryCondensation reactionMulticomponent Synthesis of HeterocyclesSynthesis and biological activitySynthesis and Biological Evaluation
DABCO catalyzed, green and efficient, one-pot multicomponent synthesis of 5-aminopyrazole-4-carbonitrile | Litcius