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Ethylenediamine → N-{3-[(2,3-Dichlorobenzenesulphonyl)methylamino]-propyl}-3-[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl]propionamide

HRID 1591749
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HRID 1591749 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]([NH:13][CH2:14][CH2:15][CH2:16][NH:17][CH2:18][S:19]([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[C:23]=2[Cl:29])(=[O:21])=[O:20])=[O:12])=[CH:5][CH:4]=1)#[N:2].[CH2:30](N)[CH2:31][NH2:32].[S]>O>[Cl:29][C:23]1[C:24]([Cl:28])=[CH:25][CH:26]=[CH:27][C:22]=1[S:19]([CH2:18][NH:17][CH2:16][CH2:15][CH2:14][NH:13][C:11](=[O:12])[CH2:10][CH2:9][C:6]1[CH:5]=[CH:4][C:3]([C:1]2[NH:32][CH2:31][CH2:30][N:2]=2)=[CH:8][CH:7]=1)(=[O:21])=[O:20]
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참가 물질

5

반응물 3

HCID 3301EthylenediamineHCID 5362487SulfurHCID 694217413-(4-Cyanophenyl)-N-{3-[(2,3-dichlorobenzenesulphonyl)methyl-amino]propyl}propionamide

생성물 1

HCID 69423023N-{3-[(2,3-Dichlorobenzenesulphonyl)methylamino]-propyl}-3-[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl]propionamide

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A solution of 0.7 g (1.54 mmol) of 3-(4-cyanophenyl)-N-{3-[(2,3-dichloro-benzenesulphonyl)methylamino]propyl}propionamide, 3 ml of ethylenediamine and 0.10 g (3.12 mmol) of sulphur was stirred at 100° C. for 15 minutes. Water was then added, and the mixture was extracted with ethyl acetate. The organic extracts were washed with water and saturated sodium chloride solution, dried over sodium sulphate and concentrated. The crude product obtained in this manner was purified by column chromatography on alumina (mobile phase: dichloromethane/methanol 100:1) and then crystallized from ethyl acetate/diethyl ether.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic extracts were washed with water and saturated sodium chloride solution
  3. dry with materialdried over sodium sulphate
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-54b15a7d84a3498ea76b22af7d8dc7a9
출처 데이터셋
uspto-grants-2007_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07291642B2

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