Reaktion #75434

Reaktionsgleichung

Sodium bicarbonate

dimethylallyl bromide

2-nitroimidazole

→

N-(Dimethylallyl)-2-nitroimidazole

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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).

Quelle