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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 334418Erstellt: 24. Oktober 2026

Hydrochloric Acid → 2-Chloro-6-(2,4-difluorophenylthio)nicotinonitrile

https://huagongshe.com/de/reaction/334418

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktPotassium HydroxideHCID 14797—
Edukt2,4-Difluorobenzene-1-thiolHCID 2737073—
Edukt2,6-Dichloropyridine-3-carbonitrileHCID 12605538—
LösungsmittelEthanolHCID 702—
LösungsmittelWaterHCID 962—
Produkt2-Chloro-6-(2,4-difluorophenylthio)nicotinonitrileHCID 8668056366%

Reaktionsschritte

A solution of 362 mg (1.05 eq) of potassium hydroxide in 10 mL of ethanol is added, under nitrogen, to a solution of 698 μL (6.16 mmol) of 2,4-difluorobenzenethiol in 30 mL of ethanol. The reaction medium is stirred at room temperature for 15 minutes and then cooled in ice before adding a solution of 1.015 g (0.95 eq) of 2,6-dichloronicotinonitrile in 30 mL of ethanol. The reaction medium is stirred for 2 hours at 0-5° C. 63 mL of a 0.1N HCl solution is added to stop the reaction. Water is added and the producted is extracted with ethyl acetate. The organic phase is dried on anhydrous magnesium sulfate, filtered and evaporated. The residue is purified by silica gel chromatography (eluent: cyclohexane/ethyl acetate 94:6) to yield 1.09 g (66%) of 2-chloro-6-(2,4-difluorophenylthio)-nicotinonitrile in the form of a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08883821B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-3bc7bc0b9b2d446d9bd68515daf4eecd
Quellennotizuspto-grants-2014_11