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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1020732Generated: October 31, 2026

2(1H)-Quinoxalinone → 6-Bromo-1,2-dihydroquinoxalin-2-one

https://huagongshe.com/reaction/1020732

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2(1H)-QuinoxalinoneHCID 14526—
ReactantBromineHCID 24408—
CatalystHCID 178418844HCID 178418844—
SolventSulfuric AcidHCID 1118—
SolventCarbon TetrachlorideHCID 5943—
Product6-Bromo-1,2-dihydroquinoxalin-2-oneHCID 1268639440%

Reaction Conditions

Temperature50 °C

Reaction Steps

The quinoxalin-2(1H)-one (14.6 g, 0.1 mol, Aldrich, cat. no. 260517) and silver sulphate (15.6 g, 0.05 mol) were dissolved in conc. Sulfuric acid (100 ml) at 20° C. Bromine (5.2 ml, 0.1 mol) was added and the reaction mixture was stirred vigorously for 24 hours. The reaction mass was then diluted with carbon tetrachloride (100 mL), and this was heated at 50° C. The reaction mass was then filtered and the filtrate was poured into ice cold water and stirred for 30 minutes to obtain a precipitate. The precipitate was filtered and the solid material was dried in vacuo to afford the title product (9.0 g, 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716473B2
Source datasetuspto-grants-2014_05
ORD IDord-aee6e2da2807442db7911757998664ff
Source noteuspto-grants-2014_05