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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 722070Erstellt: 25. Oktober 2026

Water → 2-Amino-3-nitro-5-p-tolylpyridine

https://huagongshe.com/reaction/722070

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium CarbonateHCID 10340—
EduktTolylboronic acidHCID 79799—
Edukt2-Amino-5-bromo-3-nitropyridineHCID 138878—
KatalysatorDichlorobis(tricyclohexylphosphine)pallium (II)HCID 11050900—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt2-Amino-3-nitro-5-p-tolylpyridineHCID 21882716—

Reaktionsschritte

0.19 g of dichlorobis(tricyclohexylphosphine)palladium, 0.754 g of 4-tolyl-boronic acid and 12.5 ml of a 2N sodium carbonate solution are added to a solution of 0.93 g of 2-amino-5-bromo-3-nitropyridine in 20 ml of degassed dioxane. The mixture is heated to reflux under N2 for 2.5 hours and, after cooling and addition of water, extracted three times with dichloromethane. The combined organic phases are dried over sodium sulfate and concentrated until a solid begins to precipitate. After addition of petroleum ether, the orange solid is isolated by suction, washed with petroleum ether and dried in vacuo. This gives 0.73 g of the title compound of m.p. 183–184° C. The mass spectrum shows the molecular peak MH+ at 230.1 Da.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07138399B2
Quelldatensatzuspto-grants-2006_11
ORD IDord-1969f66519f14cab80bd060758c0999d
Quellennotizuspto-grants-2006_11