Synthetic Communications

Improved Protocol for Thorpe Reaction: Synthesis of 4??Amino??1??arylpyrazole using Solid–Liquid Phase??Transfer Conditions

ND Desai, RD Shah

Index: Desai, Nirmal D.; Shah, Rina D. Synthetic Communications, 2008 , vol. 38, # 3 p. 316 - 327

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Citation Number: 12

Abstract

Abstract Solid–liquid phase??transfer conditions were employed for the first time in the Thorpe reaction to synthesize 4??amino??1??aryl??3, 5??substituted??1 H??pyrazoles 3. Aryl amines were diazotized and coupled with various active methylene compounds such as cyano acetamide, cyanoacetophenone, malononitrile, and ethyl cyanoacetate, resulting into α??arylhydrazononitriles 1. Cyclization of 1 using α??bromo ketones or esters resulted in ...