Bulletin of the Chemical Society of Japan

Base-induced Dehydrosulfinatocyclization of N-Alkyl-N-phenylsulfonyl-N ″-arylbenzamidrazones to 3, 4-Diaryl-4H-1, 2, 4-triazoles

S Ito, Y Tanaka, A Kakehi

Index: Ito, Suketaka; Tanaka, Yumo; Kakehi, Akikazu Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 2 p. 544 - 547

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Citation Number: 4

Abstract

3, 4-Diaryl-4H-1, 2, 4-triazoles were obtained in good to comparable yields by the reaction of N-alkyl-N-phenylsulfonyl-N ″-arylbenzamidrazones with sodium hydride. The reaction probably proceeds via the elimination of benzenesulfinic acid and the oxidative cyclization of N-alkylidene-N ″-arylbenzamidrazones generated by the base-catalyzed isomerization of azo intermediates.