Water → (4-Methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-carbamic acid phenyl ester

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Reaction Steps

A suspension of 4-methoxy-7-morpholin-4-yl-benzothiazol-2-ylamine (26.5 g, 100 mmol) in dichloromethane (56 ml) and pyridine (56 ml, 700 mmol) is added phenyl chloroformate (15.7 ml, 125 mmol) at 0-5° C. and the reaction mixture is warmed to ambient temperature. After 1 h, water (7.2 ml, 400 mmol) was added and the reaction mixture is heated for 1 h to 45° C. Then ethyl acetate (250 ml) and 2M HCL (125 ml) were added and the organic phase separated. After removal of the solvent and recrystallization from tert.butyl-methyl ether and finally from ethanol the title compound was obtained as white solid (80% yield), mp 166-168° C. MS: m/e=386(M+H+).

Provenance & Evidence