Potassium Carbonate → HCID 178527407, compound

Participants

Reaction Steps

4-[2-(tert-butyldimethylsilyl)-1-(N,N-dimethylsulfamoyl)imidazol-5-yl]butyl phenethyl sulfide. To a suspension of the product from step b (701 mg, 1.71 mmol) and potassium carbonate (283 mg, 2.05 mmol) in N,N-dimethylformamide (3 ml) was added phenethyl mercaptan (229 μl, 1.71 mmol). The reaction was stirred at room temperature for 6 h before the addition of brine (10 ml). The product was extracted with ethyl acetate (2×20 ml) and the combined organic material washed with water (3×20 ml) before drying over magnesium sulfate. Filtration and evaporation of the filtrate furnished the title compound as a pale yellow oil in quantitative yield: 1H NMR (300 MHz, CDCl3) 7.33-7.20 (5H, m), 6.95 (1H, s), 2.98-2.70 (6H, m), 2.78 (6H, s), 2.58 (2H, t), 1.76-1.73 (4H, m), 1.01 (9H, s), 0.39 (6H, s).

Provenance & Evidence