Reacción #75434

Ecuación de reacción

Sodium bicarbonate

dimethylallyl bromide

2-nitroimidazole

→

N-(Dimethylallyl)-2-nitroimidazole

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaunder reflux for 16 hours
2. 2
   OtroThe solvent was removed under reduced pressure
3. 3
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
4. 4
   FiltraciónThe solution was filtered
5. 5
   Secadodried with anhydrous sodium sulfate
6. 6
   OtroRemoval of the solvent
7. 7
   Otrogave an oil which
8. 8
   Otrowas recrystallized from petroleum ether (35-50° C.)

Procedimiento

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).

Fuente