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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1243631Generated: October 30, 2026

2-Chloroanthraquinone → anthra(1,9-cd)pyrazol-6(2H)-one

https://huagongshe.com/reaction/1243631

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChloroanthraquinoneHCID 8553—
ReactantHydrazineHCID 9321—
SolventPyridineHCID 1049—
Productanthra(1,9-cd)pyrazol-6(2H)-oneHCID 8515—

Reaction Conditions

Temperature100 °C

Reaction Steps

Anhydrous hydrazine is added to a solution of 2-chloroanthraquinone (Aldrich) in 10 mL pyridine, and the mixture heated at 100° C. for 16 hours. The mixture is cooled and the solvent is evaporated in vacuo. The residue is taken in hot 6N HCl, and the solid is collected by filtration. Flash chromatography of the crude material on silica gel affords anthra[1,9cd]pyrazol-6(2H)-one (“Compound 1”) as yellow solids.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07119114B1
Source datasetuspto-grants-2006_10
ORD IDord-8ceaabfd945f4a2c803c758b0b7b6b4e
Source noteuspto-grants-2006_10