Sodium Hydroxide → 1-Aminoanthraquinone

HRID 1973438

Reaction equation

HRID 1973438 reaction equation
[NH:1]([C:5]1[C:18]2[C:17](=[O:19])[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10](=[O:20])[C:9]=2[CH:8]=[CH:7][CH:6]=1)C(C)=O.[OH-].[Na+]>C(O)C>[NH2:1][C:5]1[C:18]2[C:17](=[O:19])[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10](=[O:20])[C:9]=2[CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 76760N-Anthraquinon-1-ylacetamide

Product 1

HCID 67101-AminoanthraquinoneYield 95.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

363 g (1.37 moles) of 1-acetamino-anthraquinone are stirred into 3.5 kg of ethanol, 150 ml of concentrated sodium hydroxide solution (d = 1.48) are added and the mixture is then heated to the reflux temperature (80° C) for three hours. After cooling to 15° C, the red suspension is suction filtered. The residue is washed on the suction filter with hot water until the filtrate has a neutral reaction. After drying, 291 g of 1-amino-anthraquinone are obtained (yield: 95.2%). Degree of purity: 98 to 99%.

Workup

  1. additionare added
  2. temperatureAfter cooling to 15° C
  3. filtrationsuction filtered
  4. washThe residue is washed on the suction
  5. filtrationfilter with hot water until the filtrate
  6. customa neutral reaction
  7. customAfter drying

Sources & evidence

ORD record
ord-8e533b09755141eeb8097976c434c77c
Source dataset
uspto-grants-1976_12
Patent number
US03997573

Linked notes

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