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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68518Generated: October 29, 2026

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 2-Nitrophenanthrene

https://huagongshe.com/reaction/68518

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
Reactant2-Nitro-9,10-dihydrophenanthreneHCID 79236—
Solvent1,4-DioxaneHCID 31275—
Product2-NitrophenanthreneHCID 2820660.1%

Reaction Steps

Under an argon atmosphere, 225 g of 2-nitro-9,10-dihydrophenanthrene, 227 g of 2,3-dichloro-5,6-dicyano-p-benzoquinone, and 2.4 L of 1,4-dioxane were added, and then the mixture was stirred for 24 hours under heating ref lux. After having been cooled to room temperature, the reaction solution was concentrated. The residue was purified by silica gel column chromatography, and was then washed with methanol. Thus, 134 g of a white crystal were obtained (in 60% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822041B2
Source datasetuspto-grants-2014_09
ORD IDord-7f188695cd064581933f826aff12ebd1
Source noteuspto-grants-2014_09