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2-Methylimidazole → 1-(2-fluoro-4-nitrophenyl)-2-methyl-1H-imidazole

HRID 8151
ノート
印刷プレビュー

反応式

HRID 8151 の反応式
[CH3:1][C:2]1[NH:3][CH:4]=[CH:5][N:6]=1.C(N(CC)C(C)C)(C)C.[F:16][C:17]1[CH:18]=[C:19]([N+:24]([O-:26])=[O:25])[CH:20]=[CH:21][C:22]=1F>C(#N)C>[F:16][C:17]1[CH:18]=[C:19]([N+:24]([O-:26])=[O:25])[CH:20]=[CH:21][C:22]=1[N:3]1[CH:4]=[CH:5][N:6]=[C:2]1[CH3:1]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 127492-MethylimidazoleHCID 81531DiisopropylethylamineHCID 1230531,2-Difluoro-4-nitrobenzene

生成物 1

HCID 218766451-(2-fluoro-4-nitrophenyl)-2-methyl-1H-imidazole収率 52%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

2-Methylimidazole (9.02 g, 0.11 M) and N,N-diisopropylethylamine (32.2 g, 0.25 M) were dissolved in acetonitrile (160 ml), and 3,4-difluoronitrobenzene (15.9 g, 0.1 M) added. The mixture was stirred and heated to reflux under nitrogen for 24 hours. Solvent was evaporated, the residue dissolved in ethyl acetate (300 ml), washed with water (150 ml), brine (150 ml), and dried (magnesium sulfate). The residue was recrystallised from a mixture of ethyl acetate (25 ml) and cyclohexane (150 ml) with the addition of charcoal to give the title compound (11.5 g), mp 106–107°.

後処理

  1. temperatureheated
  2. temperatureto reflux under nitrogen for 24 hours
  3. customSolvent was evaporated
  4. dissolutionthe residue dissolved in ethyl acetate (300 ml)
  5. washwashed with water (150 ml), brine (150 ml)
  6. dry with materialdried (magnesium sulfate)
  7. customThe residue was recrystallised from a mixture of ethyl acetate (25 ml) and cyclohexane (150 ml) with the addition of charcoal

出典と根拠

ORDレコード
ord-29e51974d6614de39e82ca9826379728
出典データセット
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07087629B2

反応ノート

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