Pyridine → 7-Acetyl-2-oxo-2,3-dihydro-1,3-benzothiazol-4-yl benzyl carbonate

Participants

Reaction Conditions

Reaction Steps

A mixture of 7-acetyl-4-hydroxy-1,3-benzothiazol-2(3H)-one (209 mg) in dry THF (5 ml) and DCM (5 ml) with pyridine (0.2 ml), stirring under nitrogen, was cooled to −10° C. and benzylchloroformate (0.37 mls) was added. After 18 h stirring at room temperature, the mixture was diluted with water and extracted into DCM. The solution was dried (MgSO4), filtered, and evaporated in vacuo. The residue was purified on a 10 g silica SPE cartridge, eluting with a stepped gradient of 25% to 100% ethyl acetate-cyclohexane mixtures, to give the title compound (280 mg). LCMS RT=3.19 min.

Provenance & Evidence