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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 966035Generated: October 30, 2026

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 22249620, compound

https://huagongshe.com/reaction/966035

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
ReactantO-PhenylenediamineHCID 7243—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 22249649HCID 22249649—
SolventAcetonitrileHCID 6342—
ProductHCID 22249620HCID 2224962017.5%

Reaction Steps

DDQ (79 mg, 0.35 mmol) was added to a solution of 8-(1-ethylpropyl)-2,5-dimethyl-7,8-dihydro-6H-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidin-3-carbaldehyde (100 mg, 0.35 mmol) and 1,2-phenylenediamine (40 mg, 0.37 mmol) in acetonitrile (1 mL) at room temperature and the mixture was stirred for one day. Further, a 0.5N aqueous solution of sodium hydroxide was added thereto, followed by stirring for five hours. The mixture was extracted with ethyl acetate, dried over anhydrous magnesium sulfate and evaporated. The residue was purified by dry pack silica gel column chromatography (50% ethyl acetate/hexane), to give the title compound (23 mg) as pale yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06951865B2
Source datasetuspto-grants-2005_10
ORD IDord-e333226e6ece4001973ebb11b43ddcd3
Source noteuspto-grants-2005_10