To a solution of 3,5-dimethylaniline (80 g, 660 mmol) in 800 mL MeCN was added a solution of NBS (117g, 660mmol) in 400 ml MeCN at an ice bath, stirred at room temperature for 16h. The reaction mixture was concentrated under reduced pressure. The residue was purified by silica column chromatography (Eluent C) to give title product 4-bromo-3,5-dimethylaniline 1b (90 g, yellow solid), yield 68.2 %.
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