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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1754668Erstellt: 26. Oktober 2026

Hydrochloric Acid → 5-Bromo-pyridine-2-carboxylic acid (4-chloro-phenyl)-amide

https://huagongshe.com/reaction/1754668

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktPyridineHCID 1049—
Edukt4-ChloroanilineHCID 7812—
Edukt5-Bromo-pyridine-2-carbonyl chlorideHCID 19090771—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelWaterHCID 962—
LösungsmittelAcetonitrileHCID 6342—
Produkt5-Bromo-pyridine-2-carboxylic acid (4-chloro-phenyl)-amideHCID 59593371—

Reaktionsbedingungen

Temperatur68 °C

Reaktionsschritte

To 5-Bromo-pyridine-2-carbonyl chloride (69, 0.76 g, 3.4 mmol) in acetonitrile (29.0 mL) were added p-chloroaniline (53, 0.702 g, 5.50 mmol), 4-dimethylamino-pyridine (0.12 g, 0.96 mmol) and pyridine (2.9 mL, 0.036 mol). The reaction was stirred at 68° C. overnight, then poured into water, acidified with 1 N HCl to pH around 1 and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with dichloromethane to give a white solid (70, 0.75 g, 70.0%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09169250B2
Quelldatensatzuspto-grants-2015_10
ORD IDord-8e008afd859e4f64af1769cc35c5488f
Quellennotizuspto-grants-2015_10