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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1024190Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/1024190

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 1N 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
PatentnummerUS08722702B2
Quelldatensatzuspto-grants-2014_05
ORD IDord-8d55364b25e644b4a76c53b27d8e02a8
Quellennotizuspto-grants-2014_05