Nitric Acid → 1-Nitroanthraquinone

HRID 1579645Notes

Reaction equation

HRID 1579645 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-NitroanthraquinoneYield 95%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

Thus, for example, a process for the nitration of anthraquinone in sulphuric acid by means of nitric acid is known from German Offenlegungsschrift (German Published Specification) 2,039,822. Even using the best embodiment of this process, the crude product must be purified by washing with acid amides, for example dimethylformamide. 95-96% pure 1-nitroanthraquinone is obtained in 42% yield. A disadvantage of this process is that organic solvents are used, the recovery of which, in special apparatuses, is difficult and expensive, solvent losses being unavoidable.

Workup

  1. customthe crude product must be purified

Sources & evidence

ORD record
ord-08a563763387420b9882b099fbafd40a
Source dataset
uspto-grants-1976_01
Patent number
US03931252

Reaction notes

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