تفاعل #75434

ord-a762b41f09c1473cb4356d6a9dbef19b

معادلة التفاعل

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

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةunder reflux for 16 hours
  2. 2
    أخرىThe solvent was removed under reduced pressure
  3. 3
    workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
  4. 4
    ترشيحThe solution was filtered
  5. 5
    تجفيفdried with anhydrous sodium sulfate
  6. 6
    أخرىRemoval of the solvent
  7. 7
    أخرىgave an oil which
  8. 8
    أخرىwas recrystallized from petroleum ether (35-50° C.)

الإجراء التجريبي

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).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06699458B2uspto-grants-2004_03