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

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Reaction Steps

3.8 g (13 mmol) of (4-bromophenyl)-(2-nitrophenyl)amine was dissolved in 30 mL of tetrahydrofuran. The resulting solution was stirred at room temperature in the argon atmosphere. During the stirring, a solution of 11 g (64 mmol) of sodium hydrosulfite/30 mL of water was added dropwise. After stirring for 5 hours, 20 mL of ethyl acetate was added, and then a solution of 2.2 g (26 mmol) of sodium hydrogen carbonate/20 mL of water was added. Further, a solution of 2.5 g (18 mmol) of benzoyl chloride/10 mL of ethyl acetate was added dropwise, and the resultant was stirred at room temperature for 1 hour. The resultant was extracted with ethyl acetate, and sequentially washed with an aqueous 10% potassium carbonate solution, water and saturated saline. Thereafter, the solution was dried with anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure, whereby 2.1 g (yield 45%) of N-[2-(4-bromophenylamino)phenyl]benzamide was obtained.

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