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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 391729Generated: October 25, 2026

3-Bromo-2-hydroxypyridine → 3-Bromo-1-(2-methoxy-4-nitrophenyl)pyridin-2(1H)-one

https://huagongshe.com/reaction/391729

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Bromo-2-hydroxypyridineHCID 818549—
Reactant1-Fluoro-2-methoxy-4-nitrobenzeneHCID 14451968—
ReactantPotassium tert-butoxideHCID 23665647—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product3-Bromo-1-(2-methoxy-4-nitrophenyl)pyridin-2(1H)-oneHCID 59410145—

Reaction Conditions

Temperature80 °C

Reaction Steps

70 g (403 mmol) of 3-bromopyridin-2(1H)-one are dissolved in 1 l of anhydrous dimethyl sulphoxide, and 54 g (484 mmol) of potassium tert-butoxide are added at room temperature. The suspension is stirred at this temperature for 1 h. 69 g (403 mmol) of 1-fluoro-2-methoxy-4-nitrobenzene are added, and the reaction solution is heated at 80° C. for 20 h. Carefully, the mixture is diluted with 5 l of water. The precipitated solid is filtered off, washed with water and dried under reduced pressure. This gives 103 g (72% of theory) of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383822B2
Source datasetuspto-grants-2013_02
ORD IDord-60d843b3cff74599a6c143adeb615c14
Source noteuspto-grants-2013_02