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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 711438Erstellt: 26. Oktober 2026

Water → Methyl 2,6-dichloro-4-cyanonicotinate

https://huagongshe.com/reaction/711438

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktEthyl AcetateHCID 8857—
EduktMethyl 2,6-dichloro-4-iodonicotinateHCID 58317523—
EduktHCID 178514179HCID 178514179—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelDimethylformamideHCID 6228—
ProduktMethyl 2,6-dichloro-4-cyanonicotinateHCID 5831768340,3%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of tetrakis(triphenylphosphine)palladium (34.8 mg, 0.03 mmol), methyl 2,6-dichloro-4-iodonicotinate (100 mg, 0.301 mmol) and dicyanozinc (38.9 mg, 0.331 mmol) in DMF (2 mL) was stirred at 100° C. overnight under N2 atmosphere. To the resulting mixture were added H2O and EtOAc. The aqueous phase was extracted with EtOAc, and the combined organic layers were washed with H2O and brine, dried over MgSO4 and evaporated. The residue was purified by chromatography on SiO2 to give the title compound as a white solid (28 mg, 40%). 1H NMR (500 MHz, DMSO-d6) δ ppm 3.99 (s, 3H), 8.44 (s, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09181255B2
Quelldatensatzuspto-grants-2015_11
ORD IDord-1754059833614813b7ab368dda19dd23
Quellennotizuspto-grants-2015_11