Acetic Acid → 8-Chloro-5,11-dihydro[1]benzothiepino[4,3-b]pyridin-11-one-6-oxide

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Reaction Steps

A solution of 8-chloro-5,11-dihydro[1]benzothiepino[4,3-b]pyridin-11-one (250 mg) in acetic acid (5 ml) was stirred for 5 minutes. NaBO3 (105 mg) was added and the mixture was stirred for 7 hours. The reaction was quenched with 5% NaOH and extracted with CH2Cl2, and the extracts were washed with brine, dried (MgSO4), filtered and concentrated to afford a tan solid (270 mg). This was chromatographed on silica to afford the crude sulfoxide (250 mg) as a tan solid containing some starting material; MS (CI, M+H)=278.

Provenance & Evidence