Sodium Hydroxide → 1-Amino-4-hydroxyanthraquinone

HRID 2419232

Reaktionsgleichung

Reaktionsgleichung von HRID 2419232
[NH2:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[C:5]([OH:18])=[CH:4][C:3]=1C(O)=O.[OH-].[Na+].[Na]>O>[NH2:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[C:5]([OH:18])=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 38533121-Amino-4-hydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acidHCID 5360545Sodium

Produkt 1

HCID 83231-Amino-4-hydroxyanthraquinoneAusbeute 99,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

1-Amino-4-hydroxyanthraquinone-2-carboxylic acid (31.1 grams, 0.11 mole) was dissolved in 2000 ml. of water and 50 ml. of 10 M sodium hydroxide solution. The mixture was heated on a steam bath to 90°-100° C., and 40 g (0.23 mole) sodium hydro ulfite was added. Heating was continued with stirring for 2 hours, after which the mixture was cooled to room temperature. The resulting solid was collected by filtration and washed with water until the filtrate was neutral. The solid was dried at 80° C. to give 26.2 g (75% yield) of 1-amino-4-hydroxyanthraquinone. The Thin Layer Chromatogram of the crude product showed the presence of a small amount of impurity.

Aufarbeitung

  1. temperatureThe mixture was heated on a steam bath to 90°-100° C.
  2. temperatureHeating
  3. filtrationThe resulting solid was collected by filtration
  4. washwashed with water until the filtrate
  5. customThe solid was dried at 80° C.

Quellen und Nachweise

ORD-Eintrag
ord-e7ee6218e44545c0b9c81a978beb3f0b
Quelldatensatz
uspto-grants-1978_08
Patentnummer
US04105680

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