4-Aminophenol → 2-ethyl-3-(4-hydroxyphenyl)quinazolin-4(3H)-one

HRID 2111815Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2111815
[CH2:1]([C:3]1O[C:7](=[O:9])[C:6]2[CH:10]=[CH:11][CH:12]=[CH:13][C:5]=2[N:4]=1)[CH3:2].[NH2:14][C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=1>CN(C)C=O>[CH2:1]([C:3]1[N:14]([C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=2)[C:7](=[O:9])[C:6]2[C:5](=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:4]=1)[CH3:2]

Komponenten

4

Edukt 2

HCID 4034-AminophenolHCID 9285262-Ethyl-benzo[d][1,3]oxazin-4-one

Produkt 1

HCID 7113732-ethyl-3-(4-hydroxyphenyl)quinazolin-4(3H)-oneAusbeute 66 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

2-ethyl-4H-3,1-benzoxazin-4-one (6.5 g, 37.1 mmol) and 4-aminophenol (4.05 g, 37.1 mmol) were dissolved in dimethylformamide (18 mL) and stirred at 140° C. for 10 hours. After leaving to cool to room temperature, distilled water (94 mL) was added, and the solid precipitate was filtered off. The product was recrystallized (ethanol) and the target compound (6.52 g, 66%) was obtained as light brown crystals.

Aufarbeitung

  1. customAfter leaving
  2. temperatureto cool to room temperature
  3. distillationdistilled water (94 mL)
  4. additionwas added
  5. filtrationthe solid precipitate was filtered off
  6. customThe product was recrystallized (ethanol)

Quellen und Nachweise

ORD-Eintrag
ord-93b3e362c05a4cf5aeb85de1366b427a
Quelldatensatz
uspto-grants-2009_04
Patentnummer
US07521455B2

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