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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1757358Generated: November 2, 2026

Bromine → 5-Bromo-3-fluoro-1,2-dihydropyridin-2-one

https://huagongshe.com/reaction/1757358

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromineHCID 24408—
ReactantSodium SulfiteHCID 24437—
ReactantHCID 178517712HCID 178517712—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product5-Bromo-3-fluoro-1,2-dihydropyridin-2-oneHCID 17851759490.3%

Reaction Steps

32.0 ml (620.0 mmol) of bromine are added dropwise at 0° C. to 63.7 g (563.2 mmol) of 3-fluoro-2-hydroxypyridine in 700 ml of dimethylformamide. After the mixture has been stirred at room temperature for a further two hours, 800 ml of water are added, and 78 g of Na2SO3 in 350 ml of water are added dropwise. The mixture is then extracted three times with 400 ml of dichloromethane in each case, and the organic phase is dried over Na2SO4 and evaporated to dryness, giving 97.6 g of 5-bromo-3-fluoro-2-hydroxypyridine. ##STR21##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05445763
Source datasetuspto-grants-1995_08
ORD IDord-342b5d240a274bc5b49c12f2bb79177c
Source noteuspto-grants-1995_08