Hydrogen Bromide → HCID 86592993, compound

Participants

Reaction Conditions

Reaction Steps

Aqueous HBr (0.98 ml of a 48% solution) was added to a solution of 1-[1-(4-chloro-phenyl)-2-(2,4-dichloro-phenyl)-1H-imidazol-4-yl]-ethanone I-7f (1.60 g, 4.38 mmol) in acetic acid (20 ml). Bromine (0.226 ml, 4.38 mmol) was added next to the reaction mixture in a dropwise manner. The resultant orange solution was stirred at 23° C. for 1 h before warming to 40° C. for 40 min and then cooling to 23° C. for 60 h. The reaction mixture was poured into a mixture of ice and saturated aqueous sodium bicarbonate, and the resultant mixture was extracted with ethyl acetate (2 200-ml portions). The combined organics were washed with saturated aqueous sodium bicarbonate (100 ml) and were dried over anhydrous magnesium sulfate and concentrated to afford 2-bromo-1-[1-(4-chloro-phenyl)-2-(2,4-dichloro-phenyl)-1H-imidazol-4-yl]-ethanone I-7g (1.03 g, 53%).

Provenance & Evidence