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

HRID 8151

반응식

HRID 8151 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-29e51974d6614de39e82ca9826379728
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087629B2

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