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Studies on 5‐arylidene‐3‐phenyl‐2‐methylmercaptohydantoins
Author(s) -
Kadry Azza M.,
Mansour Salwa A.
Publication year - 1985
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570220138
Subject(s) - chemistry , acetic acid , ammonium acetate , methyl iodide , ammonium iodide , solvent , medicinal chemistry , ammonium , ring (chemistry) , iodide , organic chemistry , high performance liquid chromatography
The action of ammonium acetate on 5‐arylidene‐3‐phenyl‐2‐methylmercaptohydantoins 1g,h in acetic acid led to the formation of the 5‐arylidene‐3‐phenylhydantoin derivatives 4a,b . In absence of a solvent, ring opening and rearrangement took place with the formation of the 5‐arylidene‐ N 2 ‐phenylglycocyamidine derivatives 7a‐c . Compounds 7a‐c reacted with methyl iodide to afford the corresponding 3‐methyl derivatives 9a‐c . The structures of the synthesised products were established and the mechanism proposed for the rearrangement reaction was discussed.