Hydrochloric Acid → 7-{3-[4-(3,4,5-Trimethoxyphenyl)-piperazinyl]propoxy}-3,4-dihydrocarbostyril dihydrochloride

HRID 569960

Reaktionsgleichung

Reaktionsgleichung von HRID 569960
[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:15]=[C:14]2[C:9]([CH2:10][CH2:11][C:12](=[O:16])[NH:13]2)=[CH:8][CH:7]=1.[CH3:17][O:18][C:19]1[CH:20]=[C:21]([N:29]2[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)[CH:22]=[C:23]([O:27][CH3:28])[C:24]=1[O:25][CH3:26].C(=O)([O-])O.[Na+].[ClH:40]>CS(C)=O.C(O)C.N1C=CC=CC=1>[ClH:1].[ClH:40].[CH3:28][O:27][C:23]1[CH:22]=[C:21]([N:29]2[CH2:34][CH2:33][N:32]([CH2:2][CH2:3][CH2:4][O:5][C:6]3[CH:15]=[C:14]4[C:9]([CH2:10][CH2:11][C:12](=[O:16])[NH:13]4)=[CH:8][CH:7]=3)[CH2:31][CH2:30]2)[CH:20]=[C:19]([O:18][CH3:17])[C:24]=1[O:25][CH3:26]

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 38387651-(3,4,5-Trimethoxyphenyl)piperazineHCID 130535297-(3-Chloropropoxy)-3,4-dihydroquinolin-2(1H)-one

Produkt 1

HCID 128995267-{3-[4-(3,4,5-Trimethoxyphenyl)-piperazinyl]propoxy}-3,4-dihydrocarbostyril dihydrochlorideAusbeute 61 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 679Dimethyl SulfoxideLösungsmittelHCID 702EthanolLösungsmittel2×HCID 1049PyridineLösungsmittel

Versuchsvorschrift

12.4 Grams of 7-(3-chloropropoxy)-3,4-dihydrocarbostyril, 1 g of pyridine and 2.6 g of 4-(3,4,5-trimethoxyphenyl)piperazine are mixed in 20 ml of dimethylsulfoxide, then stirred at 80°-90° C. for 5 hours. The reaction mixture is poured into 80 ml of 2% aqueous solution of sodium hydrogencarbonate and the organic layer is extracted with chloroform. The chloroform layer is washed with water, dried and chloroform is removed by distillation. The residue thus obtained is dissolved in 30 ml of ethanol and dried hydrogen chloride gas is blown into the ethanol solution. The crystals thus precipitated are collected by filtration and recrystallized from methanol-ethanol to obtain 3.2 g (yield: 61%) of 7-{3-[4-(3,4,5-trimethoxyphenyl)piperazinyl]propoxy}-3,4-dihydrocarbostyril dihydrochloride in the form of colorless needle-like crystals with a melting point of 225°-227° C.

Aufarbeitung

  1. extractionthe organic layer is extracted with chloroform
  2. washThe chloroform layer is washed with water
  3. customdried
  4. customchloroform is removed by distillation
  5. customThe residue thus obtained
  6. customThe crystals thus precipitated
  7. filtrationare collected by filtration
  8. customrecrystallized from methanol-ethanol

Quellen und Nachweise

ORD-Eintrag
ord-313bd711b4194964864aa7d800bcb0d7
Quelldatensatz
uspto-grants-1988_03
Patentnummer
US04734416

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