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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2220072Erstellt: 25. Oktober 2026

Acetic Acid → 3,5-Dimethyl-3H-[1,2,3]triazolo[4,5-b]pyridine

https://huagongshe.com/reaction/2220072

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktTert-Butyl nitriteHCID 10906—
EduktSodium BicarbonateHCID 516892—
EduktN2,6-Dimethylpyridine-2,3-diamineHCID 22036951—
LösungsmittelEthanolHCID 702—
LösungsmittelDichloromethaneHCID 6344—
Produkt3,5-Dimethyl-3H-[1,2,3]triazolo[4,5-b]pyridineHCID 4507944576,2%

Reaktionsschritte

6,N2-dimethyl-pyridine-2,3-diamine of Step A (1.5 g, 10.9 mmol), 2-methyl-2-nitrosooxy-propane (1.6 ml, 13.1 mmol), acetic acid (2.6 ml, 43.6 mmol), and ethanol (50 ml) were stirred at 60° C. for 60 min. After cooling to ambient temperature, sodium hydrogen carbonate (3 g) was added and the resulting mixture was stirred at ambient temperature for 20 min. The mixture was diluted with dichloromethane (20 ml), solids were filtered off, and the obtained solution was concentrated in vacuum. Chromatography on silica gel, eluting with dichloromethane-acetonitrile (93:7) yielded the title compound (1.23 g, 76%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07417041B2
Quelldatensatzuspto-grants-2008_08
ORD IDord-e3448136d0034f319c88efeaf03f69a2
Quellennotizuspto-grants-2008_08