Synthesis of Potential Diuretic Agents. III. Derivatives of 6-Chloro-3, 4-dihydro-2-methyl-7-sulfamyl-2H-1, 2, 4-benzothiadiazine 1, 1-Dioxide1

WJ Close, LEOR SWETT…

Index: Close,W.J. et al. Journal of Organic Chemistry, 1961 , vol. 26, p. 3423 - 3428

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Citation Number: 3

Abstract

The stability of the keto-heterocyclic ring permits the use of chlorosulfoiiic acid as a, means of deaminating the exocyclic methylsulfamyl group. This treatment, followed by ammonia, leads to V, and hydrolytic ring-opening gives VT I The formation of a 3-ketobenzothiadiazine ring to protect a methylsulfamyl group against, attack by chlorosulfonic acid suffers from one dieadvantage: a vigorous hydrolysis is necessary to regenerate the open-ring compound. ...