Dimethylformamide → HCID 20079565, compound

Participants

Reaction Steps

To a dimethylformamide (15 ml) solution of 2-[2-(p-methoxybenzylthio)ethyl]imidazole (1.5 g) was added 60% sodium hydride (0.29 g) in mineral oil at 0° C. To the mixture was added, 15 minutes later, methyl iodide (0.41 ml) at -20° C., followed by stirring for 10 minutes. The reaction mixture was poured into water (60 ml), which was subjected to extraction with methylene chloride (20 ml×three times). The organic layer was washed with water (20 ml), dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The concentrate was subjected to a silica gel chromatography (3 cm×15 cm), eluting with methanol-methylene chloride (5:95). The desired fraction was concentrated under reduced pressure to afford 1-methyl-2-[2-(p-methoxybenzylthio)ethyl]imidazole (1.6 g) as a colorless oily product.

Provenance & Evidence