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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038594Generated: November 3, 2026

1,2-Dibromoethane → 2,3-Dihydro-1,4-dioxino[2,3-b]pyridine

https://huagongshe.com/reaction/1038594

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DibromoethaneHCID 7839—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 178516237HCID 178516237—
SolventDimethylformamideHCID 6228—
Product2,3-Dihydro-1,4-dioxino[2,3-b]pyridineHCID 110079685.7%

Reaction Conditions

Temperature90 °C

Reaction Steps

2,3-Dihydroxypyridine (2.22 g, 20.0 mmol) was dissolved in N,N′-dimethylformamide (100 mL), and added potassium carbonate (5.52 g, 40.0 mmol) at room temperature. 5 minutes after, 1,2-dibromoethane (2.6 mL, 30.0 mmol) was added at the same temperature, and stirred at 90° C. overnight. The reaction solution was reverted to room temperature, filtered, and the obtained filtrate was concentrated in vacuo. Then, the obtained residue was added ethyl acetate. The suspension was filtered, washed ethyl acetate, and concentrated in vacuo. The title compound (157 mg (yield 5.7%)) was obtained as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08551985B2
Source datasetuspto-grants-2013_10
ORD IDord-8717438d53b14ba0aa869f0a7d640caa
Source noteuspto-grants-2013_10