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4-Chloro-6,7-dimethoxyquinoline → HCID 57756484, Verbindung

HRID 228706
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 228706
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([Cl:10])=[CH:6][C:5]=1[OH:11])=[O:3].Cl[C:13]1[C:22]2[C:17](=[CH:18][C:19]([O:25][CH3:26])=[C:20]([O:23][CH3:24])[CH:21]=2)[N:16]=[CH:15][CH:14]=1>CN(C)C1C=CN=CC=1.ClC1C=CC=CC=1Cl>[Cl:10][C:7]1[CH:8]=[CH:9][C:4]([C:2](=[O:3])[CH3:1])=[C:5]([O:11][C:13]2[C:22]3[C:17](=[CH:18][C:19]([O:25][CH3:26])=[C:20]([O:23][CH3:24])[CH:21]=3)[N:16]=[CH:15][CH:14]=2)[CH:6]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 4596104-Chloro-6,7-dimethoxyquinolineHCID 10515131-(4-Chloro-2-hydroxyphenyl)ethanone

Produkt 1

HCID 57756484HCID 57756484, VerbindungAusbeute 12 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 72391,2-DichlorobenzeneLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

4-Chloro-2-hydroxyacetophenone (45 mg), 4-chloro-6,7-dimethoxyquinoline (60 mg), and 4-dimethylaminopyridine (95 mg) are suspended in o-dichlorobenzene (10 ml) to prepare a suspension which was then stirred at 120° C. overnight and then at 140° C. for 5 hr. The reaction solution was cooled to room temperature, and the solvent was removed by distillation under the reduced pressure. Water was then added to the residue, and the mixture was extracted with chloroform. The chloroform layer was washed with water and was dried over anhydrous sodium sulfate, and the solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using acetone-hexane to give the title compound (11 mg, yield 12%).

Aufarbeitung

  1. customto prepare a suspension which
  2. waitat 140° C. for 5 hr
  3. temperatureThe reaction solution was cooled to room temperature
  4. customthe solvent was removed by distillation under the reduced pressure
  5. additionWater was then added to the residue
  6. extractionthe mixture was extracted with chloroform
  7. washThe chloroform layer was washed with water
  8. dry with materialwas dried over anhydrous sodium sulfate
  9. customthe solvent was removed by distillation under the reduced pressure
  10. customthe residue was purified by thin layer chromatography

Quellen und Nachweise

ORD-Eintrag
ord-5e879dc3d08141aa9de7d4a9875e3262
Quelldatensatz
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07560558B2

Notizen zur Reaktion

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