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

HRID 1086204ノート

反応式

HRID 1086204 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-5f27e63692d14e4ba3d5b2cf13926a8a
出典データセット
uspto-grants-1991_07
特許番号
US05028606

反応ノート

読み込み中…