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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 888702Generated: October 27, 2026

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

https://huagongshe.com/reaction/888702

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-PhenylenediamineHCID 7243—
Reactant4,4'-DibromobenzilHCID 96430—
SolventChloroformHCID 6212—
Product2,3-Bis(4-bromophenyl)quinoxalineHCID 55497799%

Reaction Conditions

Temperature80 °C

Reaction Steps

30.2 g of 4,4′-dibromobenzil (82.0 mmol), 9.31 g of 1,2-phenylenediamine (86.1 mmol), and 300 mL of chloroform were put into a 500 mL three-necked flask. This reaction solution was refluxed for five hours at 80° C. under a nitrogen gas stream. After the reaction, the reaction solution was cooled to room temperature and washed with water. A water layer was extracted with chloroform, the extracted solution and an organic layer were dried by magnesium sulphate. After drying, the mixture was filtrated by suction to concentrate the filtrate. The obtained solid was dissolved in toluene and this solution was filtrated by suction through Florisil, celite, and alumina. The filtrate was condensed, and 30 g of an objective matter, a white powder solid, 2,3-bis(4-bromophenyl)quinoxaline was obtained at the yield 99%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08252433B2
Source datasetuspto-grants-2012_08
ORD IDord-02b5a0b701224521acc46da9f429bb1e
Source noteuspto-grants-2012_08