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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 374016Generated: October 30, 2026

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 19808780, compound

https://huagongshe.com/reaction/374016

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
Reactant1,2-DichlorobenzeneHCID 7239—
ReactantHCID 19808698HCID 19808698—
SolventChloroformHCID 6212—
ProductHCID 19808780HCID 1980878036.2%

Reaction Steps

15 ml of o-dichlorobenzene was added to a mixture of 0.50 g of 2-(4-methylphenyl)-3a,4,10b,10c-tetrahydro-1H-benzofuro[3,2-e]isoindole-1,3(2H)-dione and 0.75 g of DDQ. The mixture was refluxed for 4 hours. The reaction mixture was mixed with 50 ml of chloroform. The resulting mixture was washed with an aqueous 10% potassium carbonate solution and an aqueous saturated sodium chloride solution in this order, and dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure. The residue was recrystallized from methanol to obtain 0.18 g (yield: 36%) of 2-(4-methylphenyl)-1H-benzofuro-[3,2-d]isoindole-1,3(2H)-dione as light yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05166204
Source datasetuspto-grants-1992_11
ORD IDord-868dd8a3060b40bc9db3821bc615bb75
Source noteuspto-grants-1992_11