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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2071670Generated: October 26, 2026

Phenol → 9,10-Anthracenedione, 1-amino-4,5-dihydroxy-8-nitro-

https://huagongshe.com/reaction/2071670

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
Reactant9,10-Anthracenedione, 1,5-dihydroxy-4,8-dinitro-HCID 3090916—
Reactant1,8-Dinitro-4,5-dihydroxyanthraquinoneHCID 3378440—
SolventMethanolHCID 887—
Product9,10-Anthracenedione, 1-amino-4,5-dihydroxy-8-nitro-HCID 5484079—

Reaction Steps

16.5 parts of a mixture of 1,5-dinitro-4,8-dihydroxyanthraquinone and 1,8-dinitro-4,5-dihydroxyanthraquinone (about 1:1 parts) is heated with 50 parts of phenol for eight hours at 180° C while stirring. After cooling 100 parts by volume of methanol is added, the precipitate is suction filtered and the residue is washed with methanol and then with hot water. After drying 13 parts of a mixture of 1-amino-5-nitro-4,8-dihydroxyanthraquinone and 1-amino-8-nitro-4,5-dihydroxyanthraquinone is obtained; this is equivalent to 87% of the calculated yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04048199
Source datasetuspto-grants-1977_09
ORD IDord-e7ce05f0396f4909a73243b9ac0db4b4
Source noteuspto-grants-1977_09