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Trifluoromethanesulfonic acid → 3-(3-bromo-2-methylphenyl)pyrimidine-2,4(1H,3H)-dione

HRID 523277
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HRID 523277 반응식
[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
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참가 물질

4

반응물 2

HCID 62406Trifluoromethanesulfonic acidHCID 1177754293-(3-bromo-2-methylphenyl)-1-(4-methoxybenzyl)pyrimidine-2,4(1H,3H)-dione

생성물 1

HCID 1177608363-(3-bromo-2-methylphenyl)pyrimidine-2,4(1H,3H)-dione수율 101.6%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

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).

후처리

  1. additionThe mixture was slowly poured onto ice
  2. stirringstirred
  3. temperaturewhile warming to room temperature
  4. filtrationThe precipitate was collected by filtration
  5. washwashed with water
  6. customdried

출처 및 근거

ORD 기록
ord-628030cdd7274a5aabb63e1c586dbcc0
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09334290B2

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