Bromine → HCID 18470190, compound

Participants

Reaction Steps

1-Methyl-2-(8-(4-chlorophenyl)-8-oxooct-1-yl)thiopyrimidin-4-one was prepared from 1-methyl-2-thiouracil by general method A4. A solution of bromine (0.05 ml) in dichloromethane (1 ml) was added to a slurry of 1-methyl-2-(8-(4-chlorophenyl)-8-oxooct-1-yl)thiopyrimidin-4-one (0.38 g) in dichloromethane (20 ml), and the mixture was stirred for 24 hours. The solution was washed with aqueous sodium carbonate, dried and evaporated. Chromatography (silica, 1-4% methanol in dichloromethane) gave 1-methyl-2-(8-(4-chlorophenyl)-8-oxooct-1-yl)thio-5-bromopyrimidin-4-one (0.18 g), as a white solid. 1H-NMR (CDCl3) δ 1.3-1.5 (6H, m), 1.65-1.8 (4H, m), 2.94 (2H, t), 3.26(2H, t), 3.56(3H, s), 7.45(2H, d), 7.56(1H, s) and 7.90(2H, d); MS (APCI+) found (M+1)=459; C19H22BrClN2O2S requires 458.

Provenance & Evidence