O-Methylhydroxylamine hydrochloride → HCID 67505819, Verbindung

HRID 2105488Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2105488
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[NH:12][C:13](=O)[CH:14]([CH3:16])[CH3:15].Cl.[CH3:19][O:20][NH2:21]>C(O)C>[CH:14]([C:13]1[N:21]([O:20][CH3:19])[C:2]2[C:11]3[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=3[N:5]=[CH:4][C:3]=2[N:12]=1)([CH3:16])[CH3:15]

Komponenten

4

Edukt 2

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 67505834N-(4-chloroquinolin-3-yl)-2-methylpropanamide

Produkt 1

HCID 67505819HCID 67505819, VerbindungAusbeute 84,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of N-(4-chloroquinolin-3-yl)-2-methylpropanamide (6.0 g, 24 mmol), O-methylhydroxylamine hydrochloride (2.5 g, 0.030 mol), and ethanol (75 mL) was heated at reflux for five hours, allowed to cool to room temperature, stirred overnight, and concentrated under reduced pressure. The residue was dissolved in dichloromethane (100 mL), and the solution was washed with saturated aqueous sodium carbonate (2×50 mL) dried over potassium carbonate, filtered, and concentrated under reduced pressure to provide 4.9 g of 2-isopropyl-1-methoxy-1H-imidazo[4,5-c]quinoline as a dark oil.

Aufarbeitung

  1. temperatureat reflux for five hours
  2. concentrationconcentrated under reduced pressure
  3. dissolutionThe residue was dissolved in dichloromethane (100 mL)
  4. washthe solution was washed with saturated aqueous sodium carbonate (2×50 mL)
  5. dry with materialdried over potassium carbonate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c64770c734a845a1aa82838330b66966
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07579359B2

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