Pyridine → Phenyl 3-methyl-4-(methylsulfonamidomethyl)phenylcarbamate

Participants

Reaction Steps

To a stirred solution of N-(4-amino-2-methylbenzyl)methanesulfonamide (61 mg, 0.285 mmol) in tetrahydrofuran and acetonitrile as co-solvent were added phenylchloroformate (0.04 mL, 0.299 mmol) and pyridine (0.03 mL, 0.342 mmol). The reaction mixture was stirred for 3 h at room temperature. The mixture dissolved in ethyl acetate and washed with water and brine. The organic layer was dried over magnesium sulfate and filtered. The filtrate removed in vacuo. The crude was purified by column chromatography to give phenyl 3-methyl-4-(methylsulfonamidomethyl)phenylcarbamate (93 mg, 98%).

Provenance & Evidence