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

HRID 1263116노트

반응식

HRID 1263116 반응식
[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]

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 180Acetone용매HCID 1049Pyridine용매HCID 6228Dimethylformamide용매

실험 절차

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-phenylpiperizine 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.

후처리

  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

출처 및 근거

ORD 기록
ord-6082e8d106274b5aa5acd22606caf74b
출처 데이터셋
uspto-grants-1984_06
특허 번호
US04455422

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