Nitric Acid → 1,8-Dinitro-9,10-anthraquinone

HRID 1658424Notes

Reaction equation

C1C2C(=O)C3C(=CC=CC=3)C(=O)C=2C=CC=1.[N+:17]([C:20]1[C:33]2[C:32](=[O:34])[C:31]3[C:26](=[C:27]([N+]([O-])=O)[CH:28]=[CH:29][CH:30]=3)[C:25](=[O:38])[C:24]=2[CH:23]=[CH:22][CH:21]=1)([O-:19])=[O:18].[N+:39]([O-])([OH:41])=[O:40]>>[N+:39]([C:30]1[C:31]2[C:32](=[O:34])[C:33]3[C:24](=[CH:23][CH:22]=[CH:21][C:20]=3[N+:17]([O-:19])=[O:18])[C:25](=[O:38])[C:26]=2[CH:27]=[CH:28][CH:29]=1)([O-:41])=[O:40]

Participants

Reactant 3

HCID 944Nitric Acid

HCID 67059,10-Anthracenedione, 1,5-dinitro-

HCID 6780Anthraquinone

Product 1

HCID 672101,8-Dinitro-9,10-anthraquinone

Procedure

The procedure is as described in Example 5, except that the mixed dinitration of anthraquinone is carried out not only with the extract left after stirring of the 1,5-dinitroanthraquinone, but also with the HNO3 -moist filter cake containing 1,5- and 1,8-dinitroanthraquinone obtained in accordance with variant (a) or (b) of Example 5.

Workup

waitleft

Sources & evidence

ORD record: ord-f02b73a6144f407e96995e1618617be3
Source dataset: uspto-grants-1976_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03963762

Reaction notes

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