Nitric Acid → 1,4,9,10-Anthradiquinone

HRID 2397265

Reaction equation

HRID 2397265 reaction equation
C[O:2][C:3]1[C:16]2[C:15](=[O:17])[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:8](=[O:18])[C:7]=2[C:6]([O:19]C)=[CH:5][CH:4]=1.[N+]([O-])(O)=O>CC(C)=O>[CH:12]1[CH:13]=[C:14]2[C:15]([C:16]3[C:3](=[O:2])[CH:4]=[CH:5][C:6](=[O:19])[C:7]=3[C:8](=[O:18])[C:9]2=[CH:10][CH:11]=1)=[O:17]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 2660541,4-Dimethoxyanthraquinone

Product 1

HCID 1371691,4,9,10-Anthradiquinone

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1,4-Dimethoxyanthraquinone (II) (0.596 g, 2 mmole) is dissolved in hot aceton (60 ml) and argentic oxide (1g, 8mmole) was added to this warm solution. Brief sonication forms a uniform dispersal of oxident. The mixture is heated up to boiling on steam bath again and the mixture stirred vigorously with magnetic stirrer. The oxidation is then initiated by the addition of 6N aqueous nitric acid (2 ml). After addition, the mixture is stirred while cooling for an extra 20 minutes and filtered. The residue is washed thoroughly with water and dried under reduced pressure to give quinizarinquinone (III) as a brown solid.

Workup

  1. customBrief sonication forms a uniform dispersal of oxident
  2. temperatureThe mixture is heated up
  3. customto boiling on steam bath
  4. additionAfter addition
  5. stirringthe mixture is stirred
  6. temperaturewhile cooling for an extra 20 minutes
  7. filtrationfiltered
  8. washThe residue is washed thoroughly with water
  9. customdried under reduced pressure

Sources & evidence

ORD record
ord-3736570d06de466ea8608aef673c7262
Source dataset
uspto-grants-1977_05
Patent number
US04021457

Linked notes

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