2-Methyl-5-nitroquinoline → 5-Quinolinamine, 2-methyl-

HRID 2220239

Reaktionsgleichung

Reaktionsgleichung von HRID 2220239
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[N+:12]([O-])=O)[N:3]=1.[H][H]>[Pd].C(O)(=O)C>[NH2:12][C:8]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:9]=1[CH:10]=[CH:11][C:2]([CH3:1])=[N:3]2

Komponenten

5

Edukt 2

HCID 2948672-Methyl-5-nitroquinolineHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 1486835-Quinolinamine, 2-methyl-Ausbeute 50,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

2-Methyl-5-nitroquinoline (25 g, 132.85 mmol) and palladium on carbon (2.5 g) in 8 ml of glacial acetic acid are stirred for 5½ hours in a hydrogen atmosphere at normal pressure. The catalyst is suctioned off and washed with ethyl acetate. The combined filtrates are concentrated by evaporation. Column chromatography of the residue on silica gel with dichloromethane-acetone yields 10.6 g of the product.

Aufarbeitung

  1. washwashed with ethyl acetate
  2. concentrationThe combined filtrates are concentrated by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-95a717b61b4a425e9911bd9ad99529df
Quelldatensatz
uspto-grants-2008_08
Patentnummer
US07417056B2

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