Methanol → 2-(4-Hydroxy-phenyl)-8-methyl-3H-quinazolin-4-one

HRID 1274072

Reaktionsgleichung

Reaktionsgleichung von HRID 1274072
[CH3:1][C:2]1[C:3]([N+:11]([O-])=O)=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([NH2:7])=[O:6].[CH3:14][OH:15]>[Pd]>[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:4]2[C:3]=1[N:11]=[C:1]([C:2]1[CH:3]=[CH:4][C:14]([OH:15])=[CH:9][CH:10]=1)[NH:7][C:5]2=[O:6]

Komponenten

4

Edukt 2

HCID 887MethanolHCID 32713713-Methyl-2-nitrobenzamide

Produkt 1

HCID 1354713542-(4-Hydroxy-phenyl)-8-methyl-3H-quinazolin-4-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23938PalladiumKatalysator

Versuchsvorschrift

3-Methyl-2-nitrobenzamide (1.20 g, 6.7 mmol) was dissolved in methanol and 10% activated palladium on carbon catalyst (150 mg) was added. The reaction vessel was placed under an atmosphere of hydrogen, at ambient temperature and pressure, until no further hydrogen absorption was observed. The catalyst was removed by filtration of the reaction mixture through a pad of Celite™, which was pre-washed with methanol (150 ml). The solvent was removed under vacuum to give the required product in good yield. The product was used for subsequent reactions without further purification. Yield (0.97 g, 6.4 mmol, 97%), m.p. 145-147° C.

Aufarbeitung

  1. additionwas added
  2. customwas placed under an atmosphere of hydrogen, at ambient temperature
  3. custompressure, until no further hydrogen absorption
  4. customThe catalyst was removed by filtration of the reaction mixture through a pad of Celite™, which
  5. washwas pre-washed with methanol (150 ml)
  6. customThe solvent was removed under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-f70cb71b2d6e4d27b26650ce00641735
Quelldatensatz
uspto-grants-2000_12
Patentnummer
US06156739

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