Thiazolidinone arylhydrazones. Ring cleavage and alkylation of the 5‐arylhydrazone derivatives of rhodanine and isorhodanine | Zendy

Kassab Nazmi A. | Zendy; Abd Allah Sanaa O. | Zendy; Elbahaii Said A. | Zendy

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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.

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