Water → N-(2-butyl-3-chloro-5-benzofuranyl)Methanesulfonamide

Participants

Reaction Conditions

Reaction Steps

5.34 g (0.02 mol) of N-(2-butyl-1-benzofuran-5-yl)methanesulfonamide (II) is dissolved in 60 mL of dichloromethane and 60 mL of acetonitrile is added to the solution. 5.34 g (0.04 mol, 2 eq) of N-chlorosuccinimide in solid form is added dropwise at −8±2° C. in 20 min. The reaction mixture is stirred for 2 hours at this temperature and then heated up to 20° C. The reaction mixture is poured into 200 mL of water. The product is extracted with 2×80 mL of dichloromethane. The organic layer is evaporated and the residue is purified by column chromatography (spheric silica; eluent: toluene:methanol=7:3) to give 4.59 g (76%) of the title compound (IIIa) as a yellowish-brown solid.

Provenance & Evidence