148119-53-3Relevant articles and documents
CHLOROSULFONATION OF 5,5-DIPHENYLHYDANTOIN AND 5-ARYLIDENEBARBITURIC ACIDS
Cremlyn, Richard,Bassin, Jatinder P.,Ahmed, Fozia,Hastings, Michael,Hunt, Ian,Mattu, Tajinder
, p. 161 - 172 (2007/10/02)
5,5-Diphenylhydantoin (1) by heating with chlorosulfonic acid gave a bis-sulfonyl chloride (2) in which the orientation of sulfonation is apparently meta/para.The chloride (2) was converted into 8 sulfonamides (3-10).Barbituric acid has been condensed with aromatic aldehydes to yield 18 5-arylidene derivatives (11-28).The reaction of chlorosulfonic acid with 5-benzylidenebarbituric acid (11) is discussed together with the subsequent reaction of the sulfonyl chloride with amines.The chlorosulfonation of other arylidenebarbituric acids (12-14, 22, 23, 26 and 28) has also been examined. Key words: 5,5-Diphenylhydantoin; 5-arylidenebarbituric acids; chlorosulfonation; sulfonamides; Michael addition.