Bulletin of the Chemical Society of Japan

Reactions of sodium salts of tosylhydrazone compounds with silver chromate. Formation of indazole, pyrazole, and benzonitrile derivatives.

K Saito, T Toda, T Mukai

Index: Saito; Toda; Mukai Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 6 p. 1567 - 1569

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Citation Number: 5

Abstract

Tropone tosylhydrazone sodium salt was allowed to react with silver chromate to give 2-tosyl- 2H-indazole. The reaction is thought to proceed through the cyclization of the hydrazyl radical intermediate. Under the same conditions, sodium salts of m-nitrobenzaldehyde tosylhydrazone (5), benzylideneacetone tosylhydrazone derivatives (7a and 7b), and β- ionone tosylhydrazone (9) reacted to yield m-nitrobenzonitrile from 5 and pyrazole ...