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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1487378Generated: October 31, 2026

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

https://huagongshe.com/reaction/1487378

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 numberUS09428510B2
Source datasetuspto-grants-2016_08
ORD IDord-5e0b63d14a444518ae102486b80c84fa
Source noteuspto-grants-2016_08