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Synthesis of 5,6‐ and 5,7‐dichloro‐3‐methyl‐4 H ‐1,4‐benzothiazines and their conversion into sulfones
Author(s) -
Gupta R. R.,
Saraswat Vandana,
Gupta Vandana,
Rajoria C. M.,
Gupta Archana,
Jain Mukesh
Publication year - 1993
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.5570300332
Subject(s) - chemistry , sulfone , hydrogen peroxide , acetic acid , sulfide , condensation , hydrogen sulfide , dimethyl sulfide , organic chemistry , medicinal chemistry , sulfur , physics , thermodynamics
A one pot synthesis of 5,6‐ and 5,7‐dichloro‐3‐methyl‐4 H ,4‐benzothiazines is reported by the condensation and oxidative cyclization of 2‐amino‐3,4‐ and 3,5‐dichlorobenzenethiols with β‐dicarbonyl compounds. The oxidation of 4 H ‐1,4‐benzothiazines by 30% hydrogen peroxide in glacial acetic acid has provided the corresponding sulfones. The effect of the conversion of the sulfide linkage to sulfone is discussed. The structure of all the newly synthesized compounds has been confirmed by elemental analysis and spectral studies.