5-(4-Nitrophenyl)pyrazin-2(1H)-one → 5-(4-Aminophenyl)pyrazin-2(1H)-one

HRID 542456

Reaktionsgleichung

Reaktionsgleichung von HRID 542456
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[CH:12][C:13](=[O:16])[NH:14][CH:15]=2)=[CH:6][CH:5]=1)([O-])=O.[H][H]>[Pd].CN(C)C=O>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[N:11]=[CH:12][C:13](=[O:16])[NH:14][CH:15]=2)=[CH:8][CH:9]=1

Komponenten

5

Edukt 2

HCID 138535735-(4-Nitrophenyl)pyrazin-2(1H)-oneHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 123580285-(4-Aminophenyl)pyrazin-2(1H)-oneAusbeute 81,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

5-(4-Nitrophenyl)-2-(1H)-pyrazinone (0.1 g) was hydrogenated over 10% Palladium on Charcoal (0.01 g) at atmospheric pressure in 50% aqueous dimethylformamide containing 2N sodium hydroxide (0.46 ml). Once the theoretical quantity of hydrogen uptake had been observed, the reaction mixture was filtered and the filtrate treated with HCl to pH6 and evaporated. Trituration of the residue with water afforded the title compound 0.07 g, m.p. 269°-271.5° C. (with decomposition).

Aufarbeitung

  1. filtrationthe reaction mixture was filtered
  2. additionthe filtrate treated with HCl to pH6
  3. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-9ea8fa7432e44b85bfda7e7ceeebd41a
Quelldatensatz
uspto-grants-1987_04
Patentnummer
US04657906

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