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An efficient one‐pot synthesis of N ‐(substituted phenyl)‐1,2,5‐thiadiazolidine‐2‐carboxamide 1,1‐dioxide derivatives
Author(s) -
Hessainia Sihem,
Boukhari Abbes,
Cheraiet Zinelaabidine
Publication year - 2020
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.3767
Subject(s) - chemistry , carboxamide , aniline , hydrochloride , isocyanate , condensation reaction , atom economy , condensation , nitrogen atom , heteronuclear single quantum coherence spectroscopy , medicinal chemistry , organic chemistry , nuclear magnetic resonance spectroscopy , catalysis , thermodynamics , polyurethane , physics , group (periodic table)
1,2,5‐Thiadiazolidine‐1,1‐dioxide carboxamide derivatives 3a‐3n are novel heterocyclic compounds synthesized by multicomponent condensation reaction in one pot of aniline, chlorosulfonyl isocyanate, and 2‐chloroethylamine hydrochloride which is used as a useful precursor under mild conditions. This reaction is realized with high atom economy, at room temperature and in a short reaction time. Series of these desired products are obtained from good to excellent yields within 2 hours in all cases. All the synthesized compounds are characterized by 1 H, 13 C NMR, MS, and HMBC/HSQC spectroscopy.