Sodium Thiosulfate Pentahydrate → HCID 68486879, compound

Participants

Reaction Steps

To a solution of N-methyl-1-[1-phenyl-2-(phenylthio)-1H-imidazol-4-yl]methanamine dihydrochloride (70 mg) in acetone (20 mL) and water (10 mL) was added dropwise a solution of oxone (176 mg) in water (10 mL), and the mixture was stirred at room temperature for 5 hr. Sodium thiosulfate pentahydrate (1 g) was added to the reaction mixture and the mixture was stirred for 1 hr. A saturated aqueous sodium hydrogen carbonate solution was added, and the mixture was extracted with a mixed solution of ethyl acetate-tetrahydrofuran (1:1). The extract was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (eluent:ethyl acetate-methanol=1:0→7:3) and dissolved in methanol (5 mL). A 4 mol/L hydrogen chloride-ethyl acetate solution (1 mL) was added, and the mixture was concentrated under reduced pressure. The residue was dissolved in a mixed solution of methanol-tetrahydrofuran, and ethyl acetate was added. The precipitated insoluble materials were collected by filtration to give the title compound as a colorless powder (yield 34 mg, yield 47%).

Provenance & Evidence