Novel Synthesis of a 2H-1,2-Benzothiazine -1,1-Dioxide Derivative

Jatinder P. Bassin Department of Chemistry, American University of Beirut, Beirut, Lebanon

Martin J. Frearson Department of Physical Sciences, University of Hertfordshire, Hatfield, Herts, AL10 9AB, England

Karim Al-Nawwar Department of Chemistry, American University of Beirut, Beirut, Lebanon

Abstract

We report a novel synthesis of 4-chloro-2-cyclohexyl-6,7-dimethoxy-2H-1,2-benzothiazine-1,1-dioxide 6 from 3,4-dimethoxychalcone 1. Chlorosulfonation of 1 followed by amination, then epoxidation under basic conditions with immediate elimination of the benzoyl group and electrophilic chlorination resulted in 6. A mechanism is suggested.

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Novel Synthesis of a 2H-1,2-Benzothiazine -1,1-Dioxide Derivative

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Novel Synthesis of a 2H-1,2-Benzothiazine -1,1-Dioxide Derivative

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