Methanol → 5-Amino-1,2-dihydroquinolin-2-one

HRID 420620

Reaktionsgleichung

Reaktionsgleichung von HRID 420620
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][C:8](=[O:14])[NH:9]2)([O-])=O.CO.[H][H]>C(OCC)(=O)C.[Pd]>[NH2:1][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][C:8](=[O:14])[NH:9]2

Komponenten

6

Edukt 3

HCID 887MethanolHCID 2437765-Nitro-1,2-dihydroquinolin-2-oneHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 157190785-Amino-1,2-dihydroquinolin-2-oneAusbeute 100,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

4.5 g of 5-nitroquinolin-2(1H)-one (Chem. Pharm. Bull., 29, 651 (1981)) is hydrogenated in 200 ml of ethyl acetate and 500 ml of methanol in the presence of 450 mg of palladium on activated carbon as a catalyst under normal pressure with hydrogen until the reaction is completed. The catalyst is removed by filtration through diatomaceous earth, and the reaction solution is concentrated by evaporation in a vacuum. 3.8 g of the title compound is obtained as a yellow solid.

Aufarbeitung

  1. customThe catalyst is removed by filtration through diatomaceous earth
  2. concentrationthe reaction solution is concentrated by evaporation in a vacuum

Quellen und Nachweise

ORD-Eintrag
ord-9a77856c67614cb68cbd1c4187a002ae
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08097627B2

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