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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 448166Generated: October 25, 2026

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 6-Bromo-1,10-dihydropyrrolo[2,3-a]carbazole

https://huagongshe.com/reaction/448166

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
Reactant3-Bromophenylhydrazine hydrochlorideHCID 33757—
ReactantSodium AcetateHCID 517045—
ReactantCyclohexane ethylacetateHCID 21867204—
Product6-Bromo-1,10-dihydropyrrolo[2,3-a]carbazoleHCID 5848848945%

Reaction Steps

3-bromophenylhydrazine hydrochloride (1.00 g; 4.47 mmol), sodium acetate (367 mg; 4.47 mmol); stage B: DDQ (454 mg; 2.00 mmol); stage C: chromatography on silica gel (9/1 and then 8/2 cyclohexane/EtOAc) allows isolation of the compound of Example 25 (513 mg; 1.80 mmol; yield=45%) and the compound of Example 26 (342 mg; 1.20 mmol; yield=30%) in the form of gray solids.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481586B2
Source datasetuspto-grants-2013_07
ORD IDord-021048a1da3c4865b356017749a3eb7e
Source noteuspto-grants-2013_07