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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 385606Generated: October 29, 2026

Dimethylformamide → 2,6-Dichloro-5-fluoronicotinamide

https://huagongshe.com/reaction/385606

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
Reactant2,6-Dichloro-5-fluoronicotinic acidHCID 2733659—
SolventTolueneHCID 1140—
Product2,6-Dichloro-5-fluoronicotinamideHCID 2774022—

Reaction Conditions

Temperature72 °C

Reaction Steps

To a suspension of 10 g of 2,6-dichloro-5-fluoronicotinic acid in 30 mL of toluene, 8.5 g of thionyl chloride and 0.10 mL of N,N-dimethylformamide were added, and the mixture was stirred at 72° C. for 1 hour 30 minutes. The reaction mixture was cooled to room temperature, and the solvent was distilled off under reduced pressure. The resultant residue was dropped to 30 mL of 25% ammonium water at −20° C. The temperature was increased to 5 C.°, and the mixture was stirred for 30 minutes. The solid was filtered off to obtain 9.9 g of 2,6-dichloro-5-fluoronicotinamide as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367831B2
Source datasetuspto-grants-2013_02
ORD IDord-9d88fa9534da41fba2bada2511e4ee59
Source noteuspto-grants-2013_02