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

HRID 1792767

반응식

HRID 1792767 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, 0.018 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]+.

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-ec2c00ed3ca848f29957ef69ffc7e561
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07078410B2

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