Nitric Acid → 1-Nitroanthraquinone

HRID 1579646Notes

Reaction equation

HRID 1579646 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]>>[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

3

Reactant 2

HCID 944Nitric AcidHCID 6780Anthraquinone

Product 1

HCID 67041-NitroanthraquinoneYield 74.5%

Procedure

German Offenlegungsschrift (German Published Specification) 2,162,538 describes the nitration of anthraquinone in nitric acid, of concentrations exceeding 90%, the molar ratio of anthraquinone to nitric acid being at least 1:20. A part of the by-products can be removed by diluting the acid with water, so that 1-nitroanthraquinone is obtained in 74.5% yield, but its purity does not exceed 92%.

Workup

  1. concentrationof concentrations
  2. customA part of the by-products can be removed
  3. additionby diluting the acid with water

Sources & evidence

ORD record
ord-7d8cedcefa1e460fb5630531d901e443
Source dataset
uspto-grants-1976_01
Patent number
US03931252

Reaction notes

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