4-(Methylthio)aniline → Propane-2-sulfonic acid (4-methylsulfanyl-phenyl)-amide

Participants

Reaction Steps

To solution of 4-methylsulfanyl-phenylamine (1.1 eq) in pyridine (1.3M) at 0° C. was added iso-propylsulfonyl chloride (1.5 eq). The mixture was stirred at room temperature for 12 h, poured in HCl (1N) and extracted with EtOAc. The combined organic extracts were washed with HCl (1N; 2×), water (2×), brine, dried over Na2SO4, filtered and concentrated. Flash chromatography (Hex:EtOAc 0 to 50% in 15 min) and a suspension-filtration sequence in Hex/CH2Cl2 afforded the desired compound as a white solid.

Provenance & Evidence