反应 #75434

ord-a762b41f09c1473cb4356d6a9dbef19b

反应方程式

O=C([O-])O.[Na+]
Sodium bicarbonate
CC(C)=CCBr
dimethylallyl bromide
O=[N+]([O-])c1ncc[nH]1
2-nitroimidazole
CC(C)=CCn1ccnc1[N+](=O)[O-]
N-(Dimethylallyl)-2-nitroimidazole

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度under reflux for 16 hours
  2. 2
    其他The solvent was removed under reduced pressure
  3. 3
    workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
  4. 4
    过滤The solution was filtered
  5. 5
    干燥dried with anhydrous sodium sulfate
  6. 6
    其他Removal of the solvent
  7. 7
    其他gave an oil which
  8. 8
    其他was recrystallized from petroleum ether (35-50° C.)

实验过程

Sodium bicarbonate (0.42 g, 50 mmol) and dimethylallyl bromide (3.28 g, 22 mmol) were added to a suspension of 2-nitroimidazole (2.26 g, 20 mmol) in dry acetonitrile (10 mL). The mixture was stirred under reflux for 16 hours. The solvent was removed under reduced pressure, and the residue was dissolved in ethyl acetate. The solution was filtered, and dried with anhydrous sodium sulfate. Removal of the solvent gave an oil which was recrystallized from petroleum ether (35-50° C.). Yield 1.83 g, m.p. 48-49° C. 1H NMR (CDCl3) δ7.24 (s, 1H), 7.22 (s, 1H), 5.46 (m, 1H), 5.1 (d, 2H), 1.91 (s, 3H) and 1.90 (s, 3H).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US06699458B2uspto-grants-2004_03