Synthesis of 3,4‐Dihydro‐2‐methyl‐3‐oxo‐ N ‐aryl‐2 H ‐[1]benzothieno[3,2‐ e 1,2‐thiazine‐4‐carboxamide 1,1‐Dioxides | Zendy

Marfat A. | Zendy; Chambers R. J. | Zendy

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Synthesis of 3,4‐Dihydro‐2‐methyl‐3‐oxo‐ N ‐aryl‐2 H ‐[1]benzothieno[3,2‐ e 1,2‐thiazine‐4‐carboxamide 1,1‐Dioxides

Author(s) -

Marfat A.,

Chambers R. J.

Publication year - 1988

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.5570250250

Subject(s) - chemistry , thiazine , methylamine , thiophene , sulfonamide , carboxamide , aryl , acetic acid , ring (chemistry) , medicinal chemistry , stereochemistry , organic chemistry , alkyl

A novel synthesis of the title compounds, representing a new heterocyclic ring system, is described. Chlorosulphonation of 3‐methylbenzo[ b ]thiophene followed by reaction with methylamine gave sulfonamide, 4 . Lithiation of 4 , followed by quenching with carbon dioxide yielded acetic acid, 5 . Cyclodehydration of 5 to benzothienothiazine 6 followed by reaction with aryl isocyanates afforded the desired benzothieno[3,2‐ e ]‐1,2‐thiazine‐4‐carboxamides 1a‐f.

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