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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2367898Generated: November 1, 2026

O-Phenylenediamine → 2,3-Bis(4-bromophenyl)quinoxaline

https://huagongshe.com/reaction/2367898

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-PhenylenediamineHCID 7243—
Reactant4,4'-DibromobenzilHCID 96430—
SolventChloroformHCID 6212—
Product2,3-Bis(4-bromophenyl)quinoxalineHCID 554977—

Reaction Steps

Under a stream of nitrogen, 30.2 g (82.0 mmol) of 4,4′-dibromobenzil, 9.31 g (86.1 mmol) of 1,2-phenylenediamine, and 300 mL of chloroform were put into a 500-mL three-neck flask and a reflux thereof was performed at 80° C. for 5 hours. After the reaction, the reaction solution was cooled to room temperature and washed with water. An aqueous layer was extracted with chloroform and dried with magnesium sulfate together with an organic layer. After the drying, the mixture was suctioned and filtrated, and the filtrate was enriched. The obtained solid was dissolved in toluene, and the resulting solution was subjected to suction filtration with florisil, celite, and alumina. The filtrate was enriched, whereby 30.0 g of a white powder solid of 2,3-bis(4-bromophenyl)quinoxaline that was a subject matter was obtained at a yield of 99%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08703305B2
Source datasetuspto-grants-2014_04
ORD IDord-8604c6d00eb44c3e98cf1fcd9f1065ac
Source noteuspto-grants-2014_04