Hydrogen Peroxide → 1-Aminoanthraquinone

HRID 435753Notes

Reaction equation

HRID 435753 reaction equation
[NH2:1][C:2]1[C:15]2[CH2:14][C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:16])[C:6]=2[CH:5]=[CH:4][CH:3]=1.S(=O)(=O)(O)[OH:18].[OH-].[Na+].OO>O>[NH2:1][C:2]1[C:15]2[C:14](=[O:18])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:16])[C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 10954793HCID 10954793, compound2×

Product 1

HCID 67101-Aminoanthraquinone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
60 °C

Procedure

200 g of a paste which contains 95 g of 4-aminoanthrone and also contains sulphuric acid, and which is obtained in accordance with the instructions of Example 2, are suspended in 1 l of water and neutralized with concentrated sodium hydroxide solution, and the 4-aminoanthrone is filtered off. It is equally possible to start from the corresponding amount of 4-aminoanthrone which has been obtained according to Example 5 or 6. The 4-aminoanthrone is now stirred into 1 l of water, 150 ml of potassium waterglass (d = 1.25) are added, the mixture is warmed to 60° C and 500 ml of 6% strength hydrogen peroxide solution are added dropwise in the course of 2 hours. This causes the color of the suspension to change from yellow to red. The mixture is stirred for a further 3 hours and is filtered, and the residue is washed until neutral. After drying, 100 g of 1-aminoanthraquinone of 90% purity (89% of theory) are obtained.

Workup

  1. customwhich is obtained in accordance with the instructions of Example 2
  2. filtrationthe 4-aminoanthrone is filtered off
  3. customhas been obtained
  4. additionare added
  5. filtrationis filtered
  6. washthe residue is washed until neutral
  7. customAfter drying

Sources & evidence

ORD record
ord-b2fe1ce7f12443378f673a3f73efbc7a
Source dataset
uspto-grants-1977_02
Patent number
US04006170

Reaction notes

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