2-Nitroanthraquinone → 2-Aminoanthraquinone

HRID 2071316

Reaktionsgleichung

Reaktionsgleichung von HRID 2071316
[N+:1]([C:4]1[CH:17]=[CH:16][C:15]2[C:14](=[O:18])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:19])[C:6]=2[CH:5]=1)([O-])=O>[C].[Pd].O>[NH2:1][C:4]1[CH:17]=[CH:16][C:15]2[C:14](=[O:18])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:19])[C:6]=2[CH:5]=1

Komponenten

4

Edukt 1

HCID 39285932-Nitroanthraquinone

Produkt 1

HCID 83412-AminoanthraquinoneAusbeute 98,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

2.5 g (0.01 mole) of 2-nitroanthraquinone (purity above 99%) containing about 10% of particles having a particle diameter of more than 100 microns was placed in a 200 ml. electromagnetically stirred autoclave together with 25 g of small glass balls each with a diameter of 1 mm, 75 g of water and 0.025 g of 5% palladium-carbon. The inside of the autoclave was purged with hydrogen, and then, the 2-nitroanthraquinone was hydrogenated with stirring at a temperature of 100° C. and a pressure of 2 to 6 Kg/cm2.G. The reaction proceeded smoothly, and stopped in 4 hours with the absorption of a theoretical amount of hydrogen. The reaction mixture was filtered, and the 22 g of conc. sulfuric acid was added to the filtrate mass to dissolve the reaction product. Then, the catalyst and the small glass balls were separated by filtration. The filtrate was diluted with water. The precipitated crystals were collected by filtration to afford 2.2 g of 2-aminoanthraquinone. The purity of the product was 99%, and its yield was almost quantitative.

Aufarbeitung

  1. customThe inside of the autoclave was purged with hydrogen
  2. customstopped in 4 hours with the absorption of a theoretical amount of hydrogen
  3. filtrationThe reaction mixture was filtered
  4. additionthe 22 g of conc. sulfuric acid was added to the filtrate mass
  5. dissolutionto dissolve the reaction product
  6. customThen, the catalyst and the small glass balls were separated by filtration
  7. additionThe filtrate was diluted with water
  8. filtrationThe precipitated crystals were collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-fa34f681611840598a23d42a1b600a7d
Quelldatensatz
uspto-grants-1977_09
Patentnummer
US04046785

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