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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 69938Erstellt: 24. Oktober 2026

Sodium Carbonate → 3-Nitro-5-phenylpicolinonitrile

https://huagongshe.com/de/reaction/69938

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt1,4-DioxaneHCID 31275—
EduktPhenylboronic AcidHCID 66827—
Edukt5-Bromo-3-nitropyridine-2-carbonitrileHCID 2769698—
KatalysatorHCID 178418807HCID 178418807—
LösungsmittelEthyl AcetateHCID 8857—
Produkt3-Nitro-5-phenylpicolinonitrileHCID 46314745—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

5-bromo-3-nitropicolinonitrile (1 eq) and phenylboronic acid (1.5 eq) was mixed with 15 mL of 1,4-dioxane and 5 mL of 2 M Na2CO3 aqueous solution in a glass pressure tube. The reaction mixture was degassed by anhydrous N2 stream for 5 min followed by the addition of Pd(dppf)Cl2-DCM (0.1 eq). The reaction mixture was stirred at 100° C. for 3 hours. Then the mixture was diluted with 100 mL of ethyl acetate and washed with water, brine, then dried over MgSO4, filtered, and evaporated under reduced pressure to give crude product, which was triturated by DCM, ether, hexanes to give the pure titled compound. LC/MS (m/z): 226.1 (MH+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822497B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-d9bd29a468344207916a81149c67d060
Quellennotizuspto-grants-2014_09