Chloroform → 4-amino-6,7-dimethoxy-2-[4-(N-phenylcarbamoyl)piperazin-1-yl]quinoline dihydrochloride

HRID 542206

반응식

HRID 542206 반응식
[C:1]1([N:7]=[C:8]=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:10][C:11]1[C:20]2[C:15](=[CH:16][C:17]([O:23][CH3:24])=[C:18]([O:21][CH3:22])[CH:19]=2)[N:14]=[C:13]([N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)[CH:12]=1.C(Cl)(Cl)[Cl:32]>>[ClH:32].[ClH:32].[NH2:10][C:11]1[C:20]2[C:15](=[CH:16][C:17]([O:23][CH3:24])=[C:18]([O:21][CH3:22])[CH:19]=2)[N:14]=[C:13]([N:25]2[CH2:26][CH2:27][N:28]([C:8](=[O:9])[NH:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH2:29][CH2:30]2)[CH:12]=1

참가 물질

4

반응물 3

HCID 6212ChloroformHCID 7672Phenyl isocyanateHCID 140689984-Amino-6,7-dimethoxy-2-(piperazin-1-yl)quinoline

생성물 1

HCID 201311314-amino-6,7-dimethoxy-2-[4-(N-phenylcarbamoyl)piperazin-1-yl]quinoline dihydrochloride

실험 절차

Phenylisocyanate (1.1 g) was added to a stirred suspension of 4-amino-6,7-dimethoxy-2-(piperazin-1-yl)quinoline (0.72 g) in chloroform (25 ml) at room temperature and the reaction mixture was stirred for 4 hours. The mixture was evaporated in vacuo, the residue taken up in methanol-chloroform and treated with ethereal hydrogen chloride. The crude product was purified by chromatography on silica gel eluting with methylene chloride followed by chloroform/methanol and then recrystallised from methanol/ether to give 4-amino-6,7-dimethoxy-2-[4-(N-phenylcarbamoyl)piperazin-1-yl]quinoline dihydrochloride (0.18 g), m.p. 235°.

후처리

  1. customThe mixture was evaporated in vacuo
  2. additiontreated with ethereal hydrogen chloride
  3. customThe crude product was purified by chromatography on silica gel eluting with methylene chloride
  4. customrecrystallised from methanol/ether

출처 및 근거

ORD 기록
ord-52a6a9bedfeb4789a4e56f2d0a1453cf
출처 데이터셋
uspto-grants-1987_04
특허 번호
US04656174

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