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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 734982Erstellt: 24. Oktober 2026

Pyridine → 2-amino-5-bromo-N,N-dimethylpyridine-3-sulfonamide

https://huagongshe.com/de/reaction/734982

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyridineHCID 1049—
EduktBenzenesulfonyl chlorideHCID 7369—
Edukt2-AminopyridineHCID 10439—
Edukt3-Amino-5-bromo-2-chloropyridineHCID 21858354—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-amino-5-bromo-N,N-dimethylpyridine-3-sulfonamideHCID 5233515334%

Reaktionsschritte

To a stirred solution of a pyridineamine such as 3-amino-5-bromo-2-chloropyridine (24 mmol) in dichloromethane (50 mL) was added pyridine (37 mmol) followed by benzenesulfonyl chloride (35 mmol) dropwise over 5 minutes. The reaction mixture was stirred at RT for 18 h and evaporated to dryness in vacuo. The residue was purified by flash chromatography on silica gel (15% hexanes in CH2Cl2 then 0 to 5% EtOAc in 15% hexanes in CH2Cl2). During evaporation of the solvents the product crashed out. The resultant slurry was diluted with hexanes, filtered and dried under vacuum to give the title compound (2.89 g, 34%) as a white solid. MS (ES) m/e 346.7 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07592342B2
Quelldatensatzuspto-grants-2009_09
ORD IDord-3afc9affb6774934b835188b36274753
Quellennotizuspto-grants-2009_09