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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1048771Generated: November 1, 2026

Ethyl Acetate → 6-(3,5-Difluorophenylamino)-3-nitropicolinonitrile

https://huagongshe.com/reaction/1048771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant3,5-DifluoroanilineHCID 96595—
Reactant6-Chloro-3-nitropyridine-2-carbonitrileHCID 13381705—
SolventTolueneHCID 1140—
Product6-(3,5-Difluorophenylamino)-3-nitropicolinonitrileHCID 6827641933%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 6.5 g of 6-chloro-3-nitropicolinonitrile (0.065 mol) and 6.2 g of 3,5-difluoroaniline (0.048 mol) in 100 ml of toluene is heated at 70° C. for 5 hours. The crude reaction product is diluted in an ethyl acetate fraction and washed using saturated NaCl solution. The organic phase is dried with sodium sulfate and the residue purified by silica gel chromatography (AcOEt/petroleum ether) to yield 3.9 g (33%) of a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09381195B2
Source datasetuspto-grants-2016_07
ORD IDord-87658ed71d6c46ef847d34f562ee00b9
Source noteuspto-grants-2016_07