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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 44243Erstellt: 24. Oktober 2026

Triethylamine → N-(5-bromo-2-chloropyridin-3-yl)-2-nitrobenzamide

https://huagongshe.com/de/reaction/44243

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt2-Nitrobenzoyl chlorideHCID 11875—
Edukt3-Amino-5-bromo-2-chloropyridineHCID 21858354—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
LösungsmittelSodium BicarbonateHCID 516892—
ProduktN-(5-bromo-2-chloropyridin-3-yl)-2-nitrobenzamideHCID 86658034—

Reaktionsschritte

To a solution of 5-bromo-2-chloropyridine-3-amine (3.9 g, 18.9 mmol) and triethylamine (5.3 mL, 37.9 mmol) in tetrahydrofuran (60 mL) was added 2-nitrobenzoylchloride (2.49 mL, 18.9 mmol). The reaction was stirred for 24 hours. The reaction mixture was diluted with ethyl acetate (200 mL) and saturated aqueous sodium bicarbonate (60 mL). The organic layer was separated and washed with water (50 mL), brine (50 mL), dried over sodium sulfate, filtered and concentrated to dryness under reduced pressure. The crude product was purified by flash chromatography (SiO2, 25% ethyl acetate in hexanes). The N-(5-bromo-2-chloropyridin-3-yl)-2-nitrobenzamide was obtained as a yellow solid (1.5 g). LCMS [M+H]: 356.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08541407B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-ab89fc2dc2b24ffea8f46cdcfcbc29fa
Quellennotizuspto-grants-2013_09