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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 218512Generated: October 25, 2026

Benzene, 1-fluoro-2-methyl-4-nitro- → 3-Bromo-1-(2-methyl-4-nitrophenyl)pyridin-2(1H)-one

https://huagongshe.com/reaction/218512

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 1-fluoro-2-methyl-4-nitro-HCID 68001—
Reactant3-Bromo-2-hydroxypyridineHCID 818549—
ReactantPotassium tert-butoxideHCID 23665647—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product3-Bromo-1-(2-methyl-4-nitrophenyl)pyridin-2(1H)-oneHCID 59410157—

Reaction Conditions

Temperature80 °C

Reaction Steps

44.5 g (280 mmol) of 3-bromopyridin-2(1H)-one are dissolved in 750 ml of anhydrous dimethyl sulfoxide and admixed at room temperature with 33.4 g (298 mmol) of potassium tert-butoxide in portions. The suspension is stirred at this temperature for 1 h, before 38.5 g (280 mmol) of 1-fluoro-2-methyl-4-nitrobenzene are added and the reaction solution is heated to 80° C. for 20 h. It is allowed to cool and diluted cautiously with water. The precipitated crystalline solid is filtered off, washed with a little water and dried under reduced pressure. This affords 62 g (80% of theory) of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08198267B2
Source datasetuspto-grants-2012_06
ORD IDord-095551dc86b244eb93822301a94506b3
Source noteuspto-grants-2012_06