alpha-Bromo-p-toluenesulphonyl chloride

• 4-bromomethyl-N-(6-methoxy-quinolin-8-yl)-benzenesulfonamide
• benzene-sulfonamide derivatives, which are potent Chemokine Receptor Type 4 (CXCR4) inhibitors
• imidazole derivatives having antifungal activity

98-59-9

66176-39-4

General procedure for the synthesis of 4-bromomethylbenzenesulfonyl chloride from p-toluenesulfonyl chloride: to a stirred solution of p-toluenesulfonyl chloride (20 g, 104.9 mmol) in carbon tetrachloride (500 mL) was added sequentially N-bromosuccinimide (20.6 g, 115.7 mmol) and benzoyl peroxide (2.54 g, 10.84 mmol) at room temperature. The reaction mixture was refluxed for 10 hours and then filtered through a diatomaceous earth pad. The filtrate was concentrated under reduced pressure to give a yellow oil. The oily substance was recrystallized using hexane as eluent to give 4-bromomethylbenzenesulfonyl chloride (20.6 g, 65% yield) as a final white solid.