Water → HCID 10003973, compound

Participants

Reaction Steps

N-(2-butoxyethyl)-5-bromopentanamide (3.89 g, 13.9 mmol), 4,5-diphenyl-1H-imidazole-2-thiol (3.57 g, 14.2 mmol), potassium carbonate (2.38 g, 17.2 mmol) and tetra-n-butylammonium iodide (1.50 g, 4.06 mmol) were mixed in 100 mL anhydrous tetrahydrofuran, and heated to reflux for 18 hours. After cooling, the mixture was poured into water (400 mL). This mixture was extracted with ethyl acetate (2×400 mL), and the extracts were combined, dried over anhydrous magnesium sulfate and evaporated. The residue was eluted through a short plug of silica gel (ethyl acetate), and evaporation afforded sufficiently pure N-(2-butoxyethyl)-5-(4,5-diphenyl-1H-imidazol-2-ylthio)-pentanamide (8.69 g).

Provenance & Evidence