Phenylsulfonyl-5,5-diphenylhydantoin類の分解反応

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概要

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• Examinations were made on the decomposition reaction of 3-phenylsulfonyl-(I), 1-phenylsulfonyl-(II), and 1,3-bis(phenylsulfonyl)-5,5-diphenylhydantoin (III) with sodium hydroxide, hydrochloric acid, or amines. It was found that I, II, and III differed in stability and direction of decomposition. I was comparatively easily decomposed, especially when treated with sodium hydroxide, and underwent cleavage at 1-2 and 3-4 positions even at room temperature, while heating with dilute hydrochloric acid effected liberation of phenylsulfonyl group and cleavage between 3 and 4 positions. Heating with amines resulted in cleavage of 3-4 position. II was very stable but underwent cleavage at 2-3 position when heated with conc. sodium hydroxide over a long period. The phenylsulfonyl group in 3-position of III was very easily liberated, forming II when heated with dil. sodium hydroxide, hydrochloric acid, or amines.

• 公益社団法人日本薬学会の論文
• 1969-11-25

著者

• 小林 昭雄

  大日本製薬株式会社中央研究所

• 梅本 進

  大日本製薬株式会社中央研究所

関連論文

• 2-Dialkylamino-4,4-disubstituted 5(4H)-Thiazolone類の合成
• 5,5-Disubstituted 2-Thiohydantoin類のArylsulfonyl化反応
• Phenylsulfonyl-5,5-diphenylhydantoin類の分解反応
• 5,5-DiphenylhydantoinのPhenylsulfonyl化反応および3-Phenylsulfonyl-5,5-diphenylhydantoinの転移反応

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