Methyl iodide → HCID 68664211, compound

Participants

Reaction Steps

A solution of 3-(2-chlorophenyl)-1-benzofuran-5-carbohydrazide (2.22 g, 7.74 mmol), triethylamine (2.14 mL, 15.4 mmol) and carbon disulfide (6.96 g, 116.1 mmol) in ethanol (25 mL) was heated under reflux overnight. After cooling, iodomethane (0.96 mL, 15.4 mmol), potassium carbonate (1.60 g, 11.6 mmol) and N,N-dimethylformamide (25 mL) were added to the reaction mixture, and the resulting mixture 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=6/1) and recrystallized from hexane/ethyl acetate to give the title compound (1.95 g, yield 73%) as colorless crystals.

Provenance & Evidence