Benzoyl Peroxide → 3-(Bromomethyl)-1-methyl-1,2-dihydroquinoxalin-2-one

Participants

Reaction Steps

N-bromosuccinimide (3.36 g., 0.0189 mol.) and benzoyl peroxide (0.06 g.) were added to a solution of 1,3-dimethyl-2(1H)-quinoxalinone (3.0 g., 0.017 mol.) in carbon tetrachloride (250 ml.). The mixture was heated at reflux for four hours. Removal of the solvent left a tan solid. Chromatography on silica gel with methylene-chloride as the eluent gave a tan solid. Recrystallization from methylene-chloride gave light tan needles. (2.33 g., m.p. 192.5°-193.5°. 53%).

Provenance & Evidence