Hydrogen Bromide → N-(7-acetylamino-4-methoxy-benzothiazol-2-yl)-benzamide

Participants

Reaction Conditions

Reaction Steps

To a suspension of 15.0 g (43.7 mmol) N-[3-(3-benzoyl-thioureido)-4-methoxy-phenyl]-acetamide in 200 ml glacial acetic acid was added 7.65 ml (43.6 mmol) of a 5.7 M solution of HBr in acetic acid, and the mixture was heated at 90° C. for 1 h. 2.5 ml (48.0 mmol) DMSO was then added, and stirring continued at 90° C. for 1.5 h. After cooling to room temperature, the reaction mixture was poured onto 1000 ml distilled water, and the resulting slurry stirred for 15 min. The mixture was then filtered, and the filter cake washed with water, then dried in vacuo at 50° C., affording 12.8 g (86%) N-(7-acetylamino-4-methoxy-benzothiazol-2-yl)-benzamide as a light brown solid. ES-MS m/e (%): 342 (M+H+, 100).

Provenance & Evidence