ジ(N-置換ベンゼンスルホニル-N-アルキル-ホルムアミジノ)ジスルフィドに関する研究 : 置換ベンゼンスルホニル・カルバミン酸誘導体の研究 (第8報)

概要

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In the conversion of N-substituted benzenesulfonyl-N-alkylthioureas into the corresponding chloroformamidines upon treatment with chlorine, di-(N-substituted benzenesulfonyl-N-alkylformamidino) -disulfides were formed as intermediates. Thus, the reaction conditions have been established so as to obtain the disulfides almost quantitatively. Some of the reactions of the disulfides were also studied, as follows : (1) Upon treatment with water, an equimolar mixture of the original thiourea, the corresponding urea, and sulfur was obtained. (2) Upon treatment with methanol, an equimolar mixture of the thiourea, the corresponding O-methylisourea, and sulfur was obtained. (3) Upon treatment with an alkylamine, an equimolar mixture of the thiourea, the corresponding guanidine, and sulfur was obtained. (4) Upon chlorination, the corresponding chloroformamidine was formed almost quantitatively. (5) Upon reduction, the original thiourea was formed almost quantitatively. Some N-substituted benzenesulfonyl-N-alkylureas, antihypertentive agents, were synthesized in a good yield directly from the intermediate disulfides.
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