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

HRID 542206

反応式

HRID 542206 の反応式
[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

参加物

4

反応物 3

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

生成物 1

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

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-52a6a9bedfeb4789a4e56f2d0a1453cf
出典データセット
uspto-grants-1987_04
特許番号
US04656174

関連ノート

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