Trifluoromethanesulfonic acid → 3-(3-bromo-2-methylphenyl)pyrimidine-2,4(1H,3H)-dione
反応式
[Br:1][C:2]1[C:3]([CH3:25])=[C:4]([N:8]2[C:13](=[O:14])[CH:12]=[CH:11][N:10](CC3C=CC(OC)=CC=3)[C:9]2=[O:24])[CH:5]=[CH:6][CH:7]=1.FC(F)(F)S(O)(=O)=O>C(O)(C(F)(F)F)=O>[Br:1][C:2]1[C:3]([CH3:25])=[C:4]([N:8]2[C:13](=[O:14])[CH:12]=[CH:11][NH:10][C:9]2=[O:24])[CH:5]=[CH:6][CH:7]=1参加物
4
実験手順
A solution of 3-(3-bromo-2-methylphenyl)-1-(4-methoxybenzyl)pyrimidine-2,4(1H,3H)-dione (0.87 g, 2.17 mmol) in TFA (5.5 mL) was treated with trifluoromethanesulfonic acid (0.55 mL) and the mixture was stirred at room temperature overnight. The mixture was slowly poured onto ice and stirred while warming to room temperature. The precipitate was collected by filtration, washed with water and dried to provide 3-(3-bromo-2-methylphenyl)pyrimidine-2,4(1H,3H)-dione as a purple solid (0.62 g, 96% yield). Mass spectrum m/z 281, 283 (M+H)+. 1H NMR (400 MHz, DMSO-d6) δ 11.36 (d, J=4.4 Hz, 1H), 7.67 (dd, J=6.5, 2.8 Hz, 1H), 7.60 (dd, J=7.7, 5.9 Hz, 1H), 7.27-7.21 (m, 2H), 5.72 (dd, J=7.7, 1.3 Hz, 1H), 2.07 (s, 3H).