2-Nitroimidazole → 1H-Imidazole, 1-(3-methyl-2-butenyl)-2-nitro-

HRID 2293891노트

반응식

HRID 2293891 반응식
C(=O)(O)[O-].[Na+].[CH3:6][C:7]([CH3:11])=[CH:8][CH2:9]Br.[N+:12]([C:15]1[NH:16][CH:17]=[CH:18][N:19]=1)([O-:14])=[O:13]>C(#N)C>[CH3:6][C:7]([CH3:11])=[CH:8][CH2:9][N:16]1[CH:17]=[CH:18][N:19]=[C:15]1[N+:12]([O-:14])=[O:13]

참가 물질

5

반응물 3

HCID 107012-NitroimidazoleHCID 700922-Butene, 1-bromo-3-methyl-HCID 516892Sodium Bicarbonate

생성물 1

HCID 113443651H-Imidazole, 1-(3-methyl-2-butenyl)-2-nitro-

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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), 1.93 (s, 3H) and 1.90 (s, 3H).

후처리

  1. temperatureunder reflux for 16 hours
  2. customThe solvent was removed under reduced pressure
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. filtrationThe solution was filtered
  5. dry with materialdried with anhydrous sodium sulfate
  6. customRemoval of the solvent
  7. customgave an oil which
  8. customwas recrystallized from petroleum ether (35°-50° C.)

출처 및 근거

ORD 기록
ord-94199981b8f74ef1908b1452c73d67d8
출처 데이터셋
uspto-grants-1997_11
특허 번호
US05688487

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