Nitric Acid → 1-Nitroanthraquinone

HRID 1580193Notes

Reaction equation

HRID 1580193 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]>F.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

5

Reactant 2

HCID 944Nitric AcidHCID 6780Anthraquinone

Product 1

HCID 67041-Nitroanthraquinone

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14917Hydrofluoric AcidSolvent2×

Conditions

Temperature
53 °C

Procedure

50 g of anthraquinone are suspended in 50 ml of hydrogen fluoride (85% strength). A mixture of 16 ml of HNO3 (98% strength) and 50 ml of hydrogen fluoride (85% strength) is added dropwise over the course of 1/2 hour, the reaction mixture is then heated for 4 hours to refluxing (53°C) and diluted with 1 liter of water, and the product is filtered off, washed until neutral and dried. 60.5 g of nitroanthraquinone of the following composition are obtained:

Workup

  1. additionis added dropwise over the course of 1/2 hour
  2. temperaturethe reaction mixture is then heated for 4 hours
  3. filtrationthe product is filtered off
  4. washwashed until neutral and
  5. customdried

Sources & evidence

ORD record
ord-c9615449f93b475bb49faf55d6330f5a
Source dataset
uspto-grants-1976_01
Patent number
US03932473

Reaction notes

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