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

HRID 1443188

Reaktionsgleichung

Reaktionsgleichung von HRID 1443188
[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. (1981), 29, pp. 651-56) 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-e8c4b0ce48a048ed958c3595b6791b73
Quelldatensatz
uspto-grants-2010_02
Patentnummer
US07659297B2

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