Benzoyl chloride → N-[2-(4-bromophenylamino)phenyl]benzamide

Participants

Reaction Steps

Dissolving 3.8 g (13 mmol) of (4-bromophenyl)-(2-nitrophenyl) amine obtained in the above step (1) into 30 milliliter of tetrahydrofuran, and during agitation under the atmosphere of nitrogen gas and at room temperature, a solution provided by mixing 11 g (64 mmol) of sodium hydrosulfite into 30 milliliter of water was dropped. Subsequently, after stirring for 5 hours, adding 20 milliliter of ethyl acetate and then, a solution provided by mixing 2.2 g (26 mmol) of sodium hydrogen carbonate and 20 milliliter of water was further added. Furthermore, a solution provided by mixing 2.5 g (18 mmol) of benzoyl chloride/10 milliliter of ethyl acetate was dropped and the resultant solution was stirred at room temperature for 1 hour. Extracting the resultant mixture with ethyl acetate, and after sequentially washing with 10% potassium carbonate aqueous solution, with water and with a saturated solution of sodium chloride, it was dried with sulfuric anhydride magnesium, followed by removing the solvent by distillation under reduced pressure, 2.1 g of N-[2-(4-bromophenyl amino)phenyl]benzamide was obtained (yield: 45%).

Provenance & Evidence