Premium
Thiazolidinone arylhydrazones. Ring cleavage and alkylation of the 5‐arylhydrazone derivatives of rhodanine and isorhodanine
Author(s) -
Kassab Nazmi A.,
Abd Allah Sanaa O.,
Elbahaii Said A.
Publication year - 1979
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.5570160320
Subject(s) - chemistry , rhodanine , alkylation , reagent , benzylamine , hydrazine (antidepressant) , cleavage (geology) , ring (chemistry) , alkyl , ethyl bromoacetate , piperidine , hydrate , organic chemistry , medicinal chemistry , chromatography , geotechnical engineering , fracture (geology) , engineering , catalysis
The 5‐aryihydrazone derivatives of rhodanine and isorhodanine were subjected to the action of hydrazine hydrate to afford the arylhydrazonomercaptomethyltriazolinthione and ‐triazolinone derivatives 3 and 4 , respectively. Treatment of 1 with benzylamine afforded thioxalic acid dibenzylamide 5 . On the other hand, treatment of 2 with the same reagent afforded the corresponding benzylamino derivatives 6 . Alkylation of 1 and 2 with ethyl bromoacetate and chloroacetamide yielded the corresponding S ‐alkyl derivatives 7 and 8 , respectively.