Potassium Hydroxide → 1-Aminoanthraquinone

HRID 435754Notes

Reaction equation

HRID 435754 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.[OH-:17].[K+]>>[NH2:1][C:2]1[C:15]2[C:14](=[O:17])[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

3

Reactant 2

HCID 14797Potassium HydroxideHCID 10954793HCID 10954793, compound

Product 1

HCID 67101-AminoanthraquinoneYield 39%

Procedure

6.3 g of 4-aminoanthrone are dissolved in 100 ml of hot 1 N KOH. Air is then passed through the solution at 80° C until the yellow exudation from a spot test has disappeared. After filtering off and washing until neutral, 4.5 g of product containing 58.2% of 1-aminoanthraquinone (39% yield) are obtained. On boiling with toluene, which dissolves the 1-aminoanthraquinone, a yellow residue is obtained which according to analysis, NMR-spectrum, IR-spectrum, mass spectrum and molecular weight determination is 4,4' -diamino-dihydrodianthrone (melting point: 251°-253° C).

Workup

  1. customis then passed through the solution at 80° C until the yellow exudation from a spot test
  2. filtrationAfter filtering off
  3. washwashing until neutral, 4.5 g of product

Sources & evidence

ORD record
ord-a6fbed77a23648fc9183e2c7df2d90c3
Source dataset
uspto-grants-1977_02
Patent number
US04006170

Reaction notes

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