Potassium Carbonate → 4-ethoxycarbonyl-5-methyl-1-(2-nitro-5-fluorophenyl)-1H-imidazole

HRID 1599429노트

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HRID 1599429 반응식
F[C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[CH3:12][C:13]1[N:14]=[CH:15][NH:16][C:17]=1[C:18]([O:20][CH2:21][CH3:22])=[O:19].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:21]([O:20][C:18]([C:17]1[N:16]=[CH:15][N:14]([C:2]2[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=2[N+:9]([O-:11])=[O:10])[C:13]=1[CH3:12])=[O:19])[CH3:22]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 679672,4-DifluoronitrobenzeneHCID 178470400HCID 178470400, 화합물

생성물 1

HCID 189281094-ethoxycarbonyl-5-methyl-1-(2-nitro-5-fluorophenyl)-1H-imidazole수율 65%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
25 °C

실험 절차

A mixture of 2,4-difluoronitrobenzene (36.6 g, 230 mmol), ethyl 4-methyl-5-imidazolecarboxylate (35.6 g, 231 mmol), potassium carbonate (36.5 g, 264.4 mmol) and acetonitrile (250 ml) was stirred at 25° C. for 96 h. The reaction mixture was filtered and the solvent removed under reduced pressure. The residue was submitted to flash chromatography on silica gel 60 eluting with toluene graduated to toluene/ethyl acetate (1:1) to give 30.5 g (65%) of 4-ethoxycarbonyl-5-methyl-1-(2-nitro-5-fluorophenyl)-1H-imidazole.

후처리

  1. filtrationThe reaction mixture was filtered
  2. customthe solvent removed under reduced pressure

출처 및 근거

ORD 기록
ord-698d7379085c4a26a2d83f8162df760c
출처 데이터셋
uspto-grants-1998_04
특허 번호
US05741785

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