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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1792459Generated: November 4, 2026

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 6-Bromoimidazo[1,2-a]pyridine-3-carbonitrile

https://huagongshe.com/reaction/1792459

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
Reactant6-Bromo-2,3-dihydroimidazo[1,2-a]pyridine-3-carbonitrileHCID 22031796—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
Product6-Bromoimidazo[1,2-a]pyridine-3-carbonitrileHCID 2203107885.4%

Reaction Steps

Method 1) 3.83 g of 6-bromo-2,3-dihydroimidazo[1,2-a]pyridine-3-carbonitrile synthesized in Production Example 242 was dissolved in 34 mL 1,4-dioxane, and the solution together with 4.3 g of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone was heated at 90° C. for 2 hours. The reaction solution was diluted with ethyl acetate, insolubles were filtered off with Celite, and the filtrate was washed with an aqueous saturated sodium bicarbonate solution and brine. The organic layer was dried over anhydrous sodium sulfate and filtered through NH silica gel. The solvent was removed, whereby 3.24 g of the title compound (brown solid) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07074801B1
Source datasetuspto-grants-2006_07
ORD IDord-b62610f5636e4d9282ac7f4af0117a3c
Source noteuspto-grants-2006_07