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

HRID 2386923Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2386923
[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-b7d9c0b56f054245baa56458c6fd3246
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08268842B2

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