Nitric Acid → 1-Nitroanthraquinone

HRID 1577780Notes

Reaction equation

HRID 1577780 reaction equation
[CH:1]1[C:14]2[C:13](=[O:15])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6](=[O:16])[C:5]=2[CH:4]=[CH:3][CH:2]=1.[N+:17]([O-])([OH:19])=[O:18]>S(=O)(=O)(O)O>[N+:17]([C:8]1[C:7]2[C:6](=[O:16])[C:5]3[C:14](=[CH:1][CH:2]=[CH:3][CH:4]=3)[C:13](=[O:15])[C:12]=2[CH:11]=[CH:10][CH:9]=1)([O-:19])=[O:18]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 6780Anthraquinone

Product 1

HCID 67041-Nitroanthraquinone

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
30 °C

Procedure

In 30 kg of 73.8% sulfuric acid in a nitration reactor was suspended 5 kg of anthraquinone, and 15.3 kg of 99% nitric acid was added over 1 hour at 50° C. After stirring for 14 hours at this temperature, the reaction mixture was cooled to 30° C. to stop the reaction. The crude 1-nitroanthraquinone obtained had a purity of 77.4% (see Table 1). Thereafter, 4.5 kg of the reaction mixture was pressure-filtered at 30° C. under 1 atm., using polypropylene fiber filter cloth (filter area 113 cm2). It took 5 minutes for the filtration. The crude 1-nitroanthraquinone thus obtained was mainly composed of columnar crystals of 30 to 100μ in length and 5 to 10μ in width.

Workup

  1. customthe reaction
  2. customThe crude 1-nitroanthraquinone obtained
  3. filtrationThereafter, 4.5 kg of the reaction mixture was pressure-filtered at 30° C. under 1 atm.
  4. filtrationfilter
  5. filtrationcloth (filter area 113 cm2)
  6. filtrationIt took 5 minutes for the filtration

Sources & evidence

ORD record
ord-f766173953f44c03a10ca741aa706646
Source dataset
uspto-grants-1981_09
Patent number
US04289706

Reaction notes

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