Iodine → HCID 68663406, compound

Participants

Reaction Steps

To a solution of N-methyl-2-[[3-[4-(methylthio)phenyl]-1-benzofuran-5-yl]carbonyl]hydrazinecarbothioamide (0.58 g, 1.56 mmol) in ethanol (10 mL) was added 2 M sodium hydroxide to adjust to pH 9 at 0° C., and 5% potassium iodide-iodine aqueous solution was added at room temperature until the color of iodine started to remain. N,N-Dimethylformamide (10 mL) was added to the mixture, and the resulting mixture was stirred overnight at room temperature. Ethyl acetate and water were added to the reaction mixture, and insoluble material was removed by filtration. The filtrate 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 basic silica gel column chromatography (hexane/ethyl acetate=2/3-3/2) and recrystallized from hexane/tetrahydrofuran to give the title compound (0.13 g, yield 24%) as colorless crystals.

Provenance & Evidence