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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1912212Generated: October 27, 2026

Acetic Acid → 5,8-Dibromo-2,3-diphenylquinoxaline

https://huagongshe.com/reaction/1912212

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantBenzilHCID 8651—
ReactantSodium BicarbonateHCID 516892—
Reactant3,6-Dibromobenzene-1,2-diamineHCID 11821532—
SolventWaterHCID 962—
Product5,8-Dibromo-2,3-diphenylquinoxalineHCID 2247590186%

Reaction Steps

Preparation procedure: 3,6-dibromo-o-phenylene diamine (1.0 g, 3.7 mmol) is added to an acetic acid (20 mL) solution of benzil (0.39 g, 1.84 mmol) at 120° C. The resulting solution is mixed homogeneously and reflux for 12 hours. The reaction solution is poured into water, neutralized with sodium bicarbonate, extracted with chloroform, washed with saturated brine water, and dried over anhydrous sodium sulfate. The solvents are removed using a rotary evaporator. The crude product is subjected to column chromatography to give a white solid, which is then recrystallized in chloroform/n-hexane to afford a white solid powder (yield 86%), MALDI-TOF-MS (m/z): 440.1 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604147B2
Source datasetuspto-grants-2013_12
ORD IDord-f2dc75123a7d4ef98313fa61a8cd868e
Source noteuspto-grants-2013_12