Ethyl benzoylacetate → N-[4-[1-(1H-imidazol-1-yl)-2-methylpropyl]-2-nitrophenyl]-beta-oxobenzenepropanamide

HRID 1086204노트

반응식

HRID 1086204 반응식
[N:1]1([CH:6]([C:10]2[CH:15]=[CH:14][C:13]([NH2:16])=[C:12]([N+:17]([O-:19])=[O:18])[CH:11]=2)[CH:7]([CH3:9])[CH3:8])[CH:5]=[CH:4][N:3]=[CH:2]1.[O:20]=[C:21]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[CH2:22][C:23](OCC)=[O:24]>C1C=CC=CC=1>[N:1]1([CH:6]([C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:23](=[O:24])[CH2:22][C:21](=[O:20])[C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)=[C:12]([N+:17]([O-:19])=[O:18])[CH:11]=2)[CH:7]([CH3:9])[CH3:8])[CH:5]=[CH:4][N:3]=[CH:2]1

참가 물질

4

반응물 2

HCID 7170Ethyl benzoylacetateHCID 145184254-[1-(1H-imidazol-1-yl)-2-methylpropyl]-2-nitrobenzenamine

생성물 1

HCID 19875839N-[4-[1-(1H-imidazol-1-yl)-2-methylpropyl]-2-nitrophenyl]-beta-oxobenzenepropanamide수율 44.8%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A solution of 10 parts of 4-[1-(1H-imidazol-1-yl)-2-methylpropyl]-2-nitrobenzenamine, 20 parts of ethyl β-oxobenzenepropanoate and 174 parts of benzene was stirred for 36 hours at reflux temperature. After cooling, the reaction mixture was evaporated. The residue was purified by column chromatography over silica gel using a mixture of dichloromethane and methanol (98:2 by volume) as eluent. The pure fractions were collected and the eluent was evaporated, yielding 7 parts (44.8%) of N-[4-[1-(1H-imidazol-1-yl)-2-methylpropyl]-2-nitrophenyl]-β-oxobenzenepropanamide; mp. 106° C. (interm. 96).

후처리

  1. temperatureat reflux temperature
  2. temperatureAfter cooling
  3. customthe reaction mixture was evaporated
  4. customThe residue was purified by column chromatography over silica gel using
  5. additiona mixture of dichloromethane and methanol (98:2 by volume) as eluent
  6. customThe pure fractions were collected
  7. customthe eluent was evaporated

출처 및 근거

ORD 기록
ord-5f27e63692d14e4ba3d5b2cf13926a8a
출처 데이터셋
uspto-grants-1991_07
특허 번호
US05028606

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