Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 515973Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/515973

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, 3 H), 8.44 (s, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09108970B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-44060070b766493ba939af1aec8ea3f2
Quellennotizuspto-grants-2015_08