スルホンアミド類の合成研究(第3報)1,2,4-Benzothiadiazine 1,1-Dioxide類の合成

抄録

3, 3-Bis(substituted methyl)-6-chloro-3, 4-dihydro-2H-1, 2, 4-benzothiadiazine-7-sulfonamide 1, 1-dioxides were obtained by the condensation of 4-amino-6-chloro-m-benzenedisulfonamide (III) with 1, 3-disubstituted acetones. Condensation of III with 1, 3-diacetoxyacetone or 1, 3-dihydroxyacetone (XII) gave 6-chloro-3-(1-hydroxyethyl)-2H-1, 2, 4-benzothiadiazine-7-sulfonamide 1, 1-dioxide. When N-methyl-ο-aminobenzenesulfonamides were treated with XII, 3-acetyl-3, 4-dihydro-2H-1, 2, 4-benzothiadiazines were obtained. Condensation of ο-aminobenzenesulfonamide with XII afforded 3-acetyl-3, 4-dihydro-2H-1, 2, 4-benzothiadiazine 1, 1-dioxide (XX), whose treatment with alkali converted it to 3-(1-hydroxyethyl)-2H-1, 2, 4-benzothiadiazine 1, 1-dioxide. Some of these products showed diuretic action in rats.