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

HRID 23923

반응식

HRID 23923 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

1-(3-Aminopropyl)imidazole (2.39 ml, 0.02 mol) was added to a solution of 4-bromobenzoyl chloride (4.0 g, 0.218 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]+.

후처리

  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)

출처 및 근거

ORD 기록
ord-1ccd850b8d5f4b728e33415745f93e9f
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855719B1

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