Hydrochloric Acid → 1-(4-chlorobutyl)-5-(thiophen-2-yl)pyrimidine-2,4(1H,3H)-dione

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Reaction Steps

The solution of 5-(thiophen-2-yl)pyrimidine-2,4(1H,3H)-dione (Prep22, 2.5 g, 12.9 mmol), 1-bromo-4-chlorobutane (2.2 g, 12.9 mmol) and potassium carbonate (1.8 g, 12.9 mmol) in DMF (150 ml) was stirred at room temperature for 5 hours. Water was added and the solution was adjusted to pH=6 with 3N hydrochloride acid. Ethyl acetate was added and the aqueous layer was extracted three times, the combined organic layer was dried and concentrated, the residue was purified by FC(P:E=3:1) to give the title compound (800 mg, y=22%).

Provenance & Evidence