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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1789324Generated: October 26, 2026

Anisole → 1,8-Dihydroxy-2,7-di(4-methoxyphenyl)-4,5-dinitroanthraquinone

https://huagongshe.com/reaction/1789324

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnisoleHCID 7519—
Reactant1,8-Dinitro-4,5-dihydroxyanthraquinoneHCID 3378440—
SolventSulfuric AcidHCID 1118—
SolventBoric AcidHCID 7628—
Product1,8-Dihydroxy-2,7-di(4-methoxyphenyl)-4,5-dinitroanthraquinoneHCID 2018805077.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

9.9 g of 1,8-dihydroxy-4,5-dinitroanthraquinone are dissolved in a mixture of 15.6 g of boric acid and 228 g of 100 percent sulphuric acid. The solution obtained is cooled down to -10° to 0° C. and 7.4 g of anisole are added dropwise. The temperature is maintained for a further 1 hour at 0° C. and then the mixture is poured onto 240 g of ice and heated to reflux for 4 hours. The solid is filtered off with suction, washed with water to neutrality and dried at 60° C. 12.6 g of 1,8-dihydroxy-2,7-di(4-methoxyphenyl)-4,5-dinitroanthraquinone, corresponding to a yield of 77% of theory, are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04689171
Source datasetuspto-grants-1987_08
ORD IDord-189ddf3bf8b14151ae66f2b2feefb8e0
Source noteuspto-grants-1987_08