Water → N-(4-Bromophenyl)methanesulfinamide

Participants

Reaction Steps

A solution of methanesulfinyl chloride (2.06 g) in dichloromethane (20 mL) is added drop wise to an ice-cooled mixture of 4-bromoaniline (3.00 g) and N,N-diisopropylethylamine (10.63 mL) in dichloromethane (20 mL). The reaction mixture is allowed to warm to room temperature and stirred for 5 h. Water is added to the mixture and the organic phase is separated, washed with water, dried over MgSO4, and concentrated in vacuo. The residue is chromatographed on silica gel (cyclohexane/ethyl acetate 50:500:100) to give the title compound. LC (method 1): tR=0.82 min; Mass spectrum (ESI+): m/z=234, 236 [M+H]+.

Provenance & Evidence