4-Bromobenzoyl chloride → 4-bromo-N-[3-(1H-imidazol-1-yl)propyl]benzamide

HRID 1792767

反応式

HRID 1792767 の反応式
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[CH:9]=[CH:8][N:7]=[CH:6]1.[Br:10][C:11]1[CH:19]=[CH:18][C:14]([C:15](Cl)=[O:16])=[CH:13][CH:12]=1>C(O)C>[Br:10][C:11]1[CH:19]=[CH:18][C:14]([C:15]([NH:1][CH2:2][CH2:3][CH2:4][N:5]2[CH:9]=[CH:8][N:7]=[CH:6]2)=[O:16])=[CH:13][CH:12]=1

参加物

4

反応物 2

HCID 685154-Bromobenzoyl chlorideHCID 787361H-Imidazole-1-propanamine

生成物 1

HCID 34259134-bromo-N-[3-(1H-imidazol-1-yl)propyl]benzamide

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

1-(3-Aminopropyl)imidazole (2.39 ml, 0.02 mol) was added to a solution of 4-bromobenzoyl chloride (4.0 g, 0.018 mol) in ethanol (250 ml). The mixture was stirred at ambient temperature for 18 hours. The volatiles were removed by evaporation and the residue was purified by chromatography eluting with hexane/dichloromethane (50:50) increasing in polarity to dichloromethane/methanol (80:20) to give the title compound. NMR: 1.95 (m, 2H), 3.20 (q, 2H), 4.0 (t, 2H), 6.87 (s, 1H), 7.19 (s, 1H), 7.64 (d, 2H), 7.68 (s, 1H), 7.78 (d, 2H), 8.58 (t, 1H); m/z: 308 [MH]+.

後処理

  1. customThe volatiles were removed by evaporation
  2. customthe residue was purified by chromatography
  3. washeluting with hexane/dichloromethane (50:50)
  4. temperatureincreasing in polarity to dichloromethane/methanol (80:20)

出典と根拠

ORDレコード
ord-ec2c00ed3ca848f29957ef69ffc7e561
出典データセット
uspto-grants-2006_07
特許番号
US07078410B2

関連ノート

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