Réaction #75434

Équation de réaction

Sodium bicarbonate

dimethylallyl bromide

2-nitroimidazole

→

N-(Dimethylallyl)-2-nitroimidazole

Solvants

acetonitrile

Conditions de réaction

Traitement

1. 1
   Températureunder reflux for 16 hours
2. 2
   AutreThe solvent was removed under reduced pressure
3. 3
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
4. 4
   FiltrationThe solution was filtered
5. 5
   Séchagedried with anhydrous sodium sulfate
6. 6
   AutreRemoval of the solvent
7. 7
   Autregave an oil which
8. 8
   Autrewas recrystallized from petroleum ether (35-50° C.)

Mode opératoire

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).

Source