1-Bromo-3-chloropropane → 3-benzyl-6-chloro-1-(3-chloropropyl)-5-methylpyrimidine-2,4(1H,3H)-dione

Participants

Reaction Conditions

Reaction Steps

To a suspension of 18.8 g (75 mmol) of 3-benzyl-6-chloro-5-methylpyrimidine-2,4(1H,3H)-dione and 16.58 g (120 mmol) of potassium carbonate in 120 ml of N,N-dimethyl-formamide, 14.8 ml (150 mmol) of 1-bromo-3-chloropropane was added at room temperature. This mixture was stirred at 80° C. for 5 hours. After cooling, the reaction mixture was concentrated to dryness; the resulting residue was dissolved in chloroform-water. After the organic layer was washed with water and dried, the solvent was distilled off to yield an oily substance, which was then purified by column chromatography (eluent, n-hexane/ethyl acetate=5/1→3/1) to yield 13.76 g (56.1%, yellow oily substance) of the desired product.

Provenance & Evidence