Methylmercaptan sodium → 2-[(Methylthio)methyl]-5-[3-[3-(trifluoromethoxy)phenyl]-1-benzofuran-5-yl]-1,3,4-oxadiazole

Participants

Reaction Steps

A solution of 2-(chloromethyl)-5-[3-[3-(trifluoromethoxy)phenyl]-1-benzofuran-5-yl]-1,3,4-oxadiazole (1.40 g, 3.55 mmol) and sodium methyl mercaptan (95%, 0.42 g, 5.67 mmol) in tetrahydrofuran (15 mL) was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=3/1) and recrystallized from hexane/diisopropyl ether to give the title compound (1.12 g, yield 78%) as colorless crystals.

Provenance & Evidence