1-Phenylpiperazine → 2(1H)-Quinolinone, 3,4-dihydro-1-methyl-6-(1-oxo-3-(4-phenyl-1-piperazinyl)propyl)-, ethanedioate (1:1)

HRID 1285432ノート

反応式

HRID 1285432 の反応式
[CH3:1][N:2]1[C:12]2[C:7](=[CH:8][C:9]([C:13](=[O:17])[CH2:14][CH2:15]Cl)=[CH:10][CH:11]=2)[CH2:6][CH2:5][C:3]1=[O:4].[C:18]1([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(=O)([O-])O.[Na+].CC(C)=O.[C:39]([OH:44])(=[O:43])[C:40]([OH:42])=[O:41]>CC(C)=O.CN(C)C=O.N1C=CC=CC=1>[C:39]([OH:44])(=[O:43])[C:40]([OH:42])=[O:41].[CH3:1][N:2]1[C:12]2[C:7](=[CH:8][C:9]([C:13](=[O:17])[CH2:14][CH2:15][N:27]3[CH2:28][CH2:29][N:24]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)[CH2:25][CH2:26]3)=[CH:10][CH:11]=2)[CH2:6][CH2:5][C:3]1=[O:4]

参加物

8

反応物 4

HCID 70961-PhenylpiperazineHCID 516892Sodium BicarbonateHCID 128335081-Methyl-6-(1-oxo-3-chloropropyl)-3,4-dihydrocarbostyrilHCID 88629647Oxalic acid acetone

生成物 1

HCID 30671782(1H)-Quinolinone, 3,4-dihydro-1-methyl-6-(1-oxo-3-(4-phenyl-1-piperazinyl)propyl)-, ethanedioate (1:1)

試薬・触媒・溶媒 3

HCID 180Acetone溶媒HCID 1049Pyridine溶媒HCID 6228Dimethylformamide溶媒

実験手順

2.6 Grams of 1-methyl-6-(1-oxo-3-chloropropyl)-3,4-dihydrocarbostyril, 1.2 g of pyridine and 2.0 g of 4-phenylpiperazine were mixed into 30 ml of dimethylformamide and the mixture was stirred at 70°-80° C. for 7 hours. The reaction mixture was poured into 100 ml of 5%-sodium hydrogencarbonate solution and was extracted with chloroform. The chloroform layer was washed with water, dried and chloroform was removed by distillation. The residue thus obtained was dissolved with acetone and the pH of the solution was adjusted to pH 4 by adding 5%-oxalic acid acetone solution to form crystalline precipitates. The precipitates were collected by filtration and recrystallized from ethanol-water to obtain 2.8 g of 1-methyl-6-[1-oxo-3-(4-phenyl-1-piperazinyl)propyl]-3,4-dihydrocarbostyril monooxalate in colorless flake-like crystals.

後処理

  1. extractionwas extracted with chloroform
  2. washThe chloroform layer was washed with water
  3. customdried
  4. customchloroform was removed by distillation
  5. customThe residue thus obtained
  6. customto form crystalline precipitates
  7. filtrationThe precipitates were collected by filtration
  8. customrecrystallized from ethanol-water

出典と根拠

ORDレコード
ord-5cc968bfefa1479982a1b27a535a2448
出典データセット
uspto-grants-1986_01
特許番号
US04567187

反応ノート

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