The Journal of Organic Chemistry

The Reaction of Sulfamide with α-and β-Diketones. The Preparation of 1, 2, 5-Thiadiazole 1, 1-Dioxides and 1, 2, 6-Thiadiazine 1, 1-Dioxides

JB Wright

Index: Wright,J.B. Journal of Organic Chemistry, 1964 , vol. 29, p. 1905 - 1909

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Citation Number: 82

Abstract

Reaction of sulfamide with a variety of p-diketones gave (2H)-l, 2, 6-thiadiazine 1, l-dioxides (1'). The use of N-monosubstituted sulfamides gave 2-substituted 1, 2, 6-thiadiazine 1, l- dioxides (VI). The use of ethyl acylpyruvates as the o-diketones led to the 3-carbethoxy derivatives (VII), which reacted readily with amines to give amides and with hydrazine to give a hydrazide. The use of 2-acylcyclohexanones in the reaction with sulfamide gave 5, ...