N-bromobutanimide → 5-bromo-2-phenyl-6-trifluoromethyl-4(3H)-pyrimidinone

HRID 2400099

반응식

HRID 2400099 반응식
[C:1]1([C:7]2[NH:12][C:11](=[O:13])[CH:10]=[C:9]([C:14]([F:17])([F:16])[F:15])[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:18]N1C(=O)CCC1=O>C(O)(=O)C>[Br:18][C:10]1[C:11](=[O:13])[NH:12][C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[N:8][C:9]=1[C:14]([F:16])([F:17])[F:15]

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 1354100074-Hydroxy-2-phenyl-6-(trifluoromethyl)pyrimidine

생성물 1

HCID 1358375345-bromo-2-phenyl-6-trifluoromethyl-4(3H)-pyrimidinone수율 83.5%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To a solution of 1.0 g (3.94 mmol) of 2-phenyl-6-trifluoromethyl-4(3H)-pyrimidinone and 20 mL of glacial acetic acid was added 1.0 g (5.6 mmol) N-bromosuccinimide and the mixture was left to stir at room temperature for 16 h. The reaction was poured onto ice water and vacuum filtered, washing well with water. The crude product was recrystallized from ethyl acetate to yield 1.05 g (83.5%) of 5-bromo-2-phenyl-6-trifluoromethyl-4(3H)-pyrimidinone, as a white solid. 1H-NMR (d6DMSO)δ7.6 (3H, m); 8.15 (2H, m).

후처리

  1. waitthe mixture was left
  2. additionThe reaction was poured onto ice water and vacuum
  3. filtrationfiltered
  4. washwashing well with water
  5. customThe crude product was recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-a2589baa386f4cb68df2e82406942c40
출처 데이터셋
uspto-grants-1995_09
특허 번호
US05453414

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