Efficient Regiocontrolled Synthesis and Antimicrobial Activity of Pyrazoles

Abstract

A series of 1,5-diphenyl-1H-pyrazol-3-amines, 3-ethoxy-5-phenyl-1H-pyrazole, 5-ethoxy-1,3-diphenyl-1H-pyr­azole and 3-ethoxy-1,5-diphenyl-1H-pyrazole were efficiently prepared from the regiocontrolled cyclization of α-oxoketene O,N-acetals and/or β-oxo thioxoesters with hydrazine derivatives using montmorillonite K-10 as solid support with ultrasound. The antimicrobial activity of the heterocyclic compounds was evaluated by direct bioautography test.

Key words

pyrazoles - solid support K-10 - regioselective synthesis - bioautography

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The CCDC deposits contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.

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ROTAX, Version 26th November 2001; Parsons, S.; Gould, R.; University of Edinburgh: UK, with additions by Cooper, R. (Oxford) and Farrugia, L. (Glasgow).