Reaktion #430544

Reaktionsgleichung

5-dimethylamino-1-naphthalenesulphonyl chloride

5-amino-2-chloropyridine

pyridine

→

5-(dimethylamino)-N-(2-chloro-5-pyridyl)-1-naphthalenesulphonamide

Ausbeute 42.7%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe columns were eluted with dichloromethane
2. 2
   Einengenthe product-containing fractions were concentrated by evaporation
3. 3
   SonstigeThe residue was triturated with ether

Vorschrift

A solution of 5-dimethylamino-1-naphthalenesulphonyl chloride (1.35 g), 5-amino-2-chloropyridine (0.64 g), pyridine (0.4 g) and 4-dimethylaminopyridine (0.02 g) in dichloromethane (20 ml) was allowed to stand for three days. The solution was divided into two equal portions and each portion was applied to a separate silica gel Mega Bond Elut column. The columns were eluted with dichloromethane and the product-containing fractions were concentrated by evaporation. The residue was triturated with ether to give 5-(dimethylamino)-N-(2-chloro-5-pyridyl)-1-naphthalenesulphonamide (0.77 g); m.p. 145°-146° C.; mass spectrum (+ve FAB, methanol/NBA): 362(M+H)+.

Quelle