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

HRID 968151ノート

反応式

HRID 968151 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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) δ 7.24 (s, 1H), 7.22 (s, 1H), 5.46 (m, 1H), 5.1 (d, 2H), 1.93 (s, 3H) and 1.90 (s, 3H).

後処理

  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.)

出典と根拠

ORDレコード
ord-7fa1bb59e04f49e088304fb9ed8c8b6c
出典データセット
uspto-grants-2005_10
特許番号
US06958141B2

反応ノート

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