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Sodium Iodide → 6-{4-[4-(2-Chloro-6-methlphenyl)-1-piperazinyl]-1-butenyl}-3,4-dihydrocarbostyril

HRID 1462551
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HRID 1462551 반응식
Cl[CH2:2][CH2:3][CH:4]=[CH:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11](=[O:16])[CH2:10][CH2:9]2.[I-].[Na+].[Cl:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[C:21]=1[N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1.[OH-].[Na+]>CN(C)C=O.CCOCC.C(N(CC)CC)C>[Cl:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[C:21]=1[N:27]1[CH2:28][CH2:29][N:30]([CH2:2][CH2:3][CH:4]=[CH:5][C:6]2[CH:7]=[C:8]3[C:13](=[CH:14][CH:15]=2)[NH:12][C:11](=[O:16])[CH2:10][CH2:9]3)[CH2:31][CH2:32]1
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참가 물질

8

반응물 4

HCID 5238Sodium IodideHCID 14798Sodium HydroxideHCID 146249951-(2-Chloro-6-methylphenyl)piperazineHCID 544375796-(4-Chloro-1-butenyl)-3,4-dihydrocarbostyril

생성물 1

HCID 540924146-{4-[4-(2-Chloro-6-methlphenyl)-1-piperazinyl]-1-butenyl}-3,4-dihydrocarbostyril

시약·촉매·용매 3

HCID 3283
Diethyl Ether
용매
HCID 6228Dimethylformamide용매
HCID 8471Triethylamine용매

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온도
50 °C

실험 절차

2.8 Grams of 6-(4-chloro-1-butenyl)-3,4- dihydrocarbostyril and 2.1 g of sodium iodide were dissolved in 40 ml of dimethylformamide and stirred at 50° C. for 1 hour. To this solution were added 2.7 g of 4-(2-chloro-6-methlphenyl)piperazine and 1.5 g of triethylamine and the mixture was further stirred at 50° C. for 5 hours. The reaction mixture was concentrated under a reduced pressure to dryness to obtain a residue. To the residue were added 10N-NaOH and ether and stirred at a room temperature for 30 minutes to precipitate crystals. The crystals were separated by a silica-gel chromatography and recrystallized from ethanol-acetone-chloroform to obtain 6-{4-[4-(2-chloro-6-methlphenyl)-1-piperazinyl]-1-butenyl}-3,4-dihydrocarbostyril in colorless prism-like crystals. Yield: 2.7 g. Melting point: 179°-180° C.

후처리

  1. stirringthe mixture was further stirred at 50° C. for 5 hours
  2. concentrationThe reaction mixture was concentrated under a reduced pressure to dryness
  3. customto obtain a residue
  4. stirringstirred at a room temperature for 30 minutes
  5. customto precipitate crystals
  6. customThe crystals were separated by a silica-gel chromatography
  7. customrecrystallized from ethanol-acetone-chloroform

출처 및 근거

ORD 기록
ord-ddd25dca75df4027af3dcc6b9836cf79
출처 데이터셋
uspto-grants-1984_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04460593

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