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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 39, 2008 - Issue 2
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Original Articles

One-Pot Synthesis of Some New Semicarbazone, Thiosemicarbazone, and Hydrazone Derivatives of 1-Phenyl-3-Arylpyrazole-4-Carboxaldehyde from Acetophenone Phenylhydrazones Using Vilsmeier–Haack Reagent

, , &
Pages 316-324 | Received 19 May 2008, Published online: 22 Dec 2008
 

Abstract

Semicarbazone derivatives 3 of 1,3-diphenylpyrazole-4-carboxaldehyde have been synthesized in high yields through a one-pot procedure involving acetophenone phenylhydrazones 1 subjected to Vilsmeier double formylation and workup under new conditions (i.e., treatment with semicarbazide followed by sodium bicarbonate). This method is even suitable for preparing other derivatives (i.e., thiosemicarbazones 4 and hydrazones 5) in high yields.

ACKNOWLEDGMENTS

We are thankful to Council of Scientific and Industrial Research, New Delhi, for the award of a junior research fellowship to Pooja Ranjan and Defense Research Development Organization (ERIP/ER/0103294/M/01), New Delhi, for the award of a senior research fellowship to Kamaljeet Pannu to carry out this work.

Notes

a Yields of the isolated products 2 and 3 with regard to 1.

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