N-溴代丁二酰亚胺(NBS) → 5-bromo-2-phenyl-6-trifluoromethyl-4(3H)-pyrimidinone

HRID 1446

反应方程式

HRID 1446 反应方程式
[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>CC(OCC1C2C(=CC=CC=2)C(COC(C)=O)=C2C=1C=CC=C2)=O>[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]

参与物

4

反应物 2

HCID 67184N-溴代丁二酰亚胺(NBS)HCID 1354100072-苯基-4-羟基-6-三氟甲基嘧啶

产物 1

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

试剂、催化剂与溶剂 1

HCID 613145(10-[(乙酰氧基)甲基]-9-蒽基)醋酸甲酯溶剂

实验过程

To a solution of 1.0 g (3.94 mmol) of 2-phenyl-6-trifluoromethyl-4(3H)-pyrimidinone and 20 mL of glacial acetic add 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) δ 7.6(3H,m); 8.15(2H,m).

后处理

  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

来源与证据

ORD记录
ord-2d447b7bc2ec4665ad48ac9de0170d06
来源数据集
uspto-grants-1998_03
专利号
US05726124

关联笔记

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