Synthesis of 2, 5-disubstituted 1, 3, 4-oxadiazine and 1, 3, 4-thiadiazine from substituted acetophenones and acid hydrazides using [hydroxyl (tosyloxy) iodo] benzene

NN Karade, JM Kondre, SV Gampawar…

Index: Karade, Nandkishor N.; Kondre, Jeevan M.; Gampawar, Sumeet V.; Shinde, Sandeep V. Synthetic Communications, 2009 , vol. 39, # 13 p. 2279 - 2287

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Citation Number: 4

Abstract

Abstract A novel and direct method for the efficient synthesis of 2, 5-disubstituted 1, 3, 4- oxadiazines from the reactions of [hydroxy (tosyloxy) iodo] benzene with substituted acetophenones, followed by the treatment with acid hydrazide and K2CO3, is reported. The methodology is also extended to the synthesis of 5-aryl-6 H-1, 3, 4-thiadiazin-2-amine by using thiosemicarbazide under similar experimental conditions.