Pyridine → N1-(6-Chloropyridin-2-yl)-N2,N2-dimethylethane-1,2-diamine

Reaktionsgleichung

Cl[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[N:3]=1.C[NH:10][CH2:11][CH2:12][NH:13][CH3:14].N1C=CC=C[CH:16]=1>>[CH3:16][N:13]([CH3:14])[CH2:12][CH2:11][NH:10][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[N:3]=1

Komponenten

Edukt 3

HCID 1049Pyridine

HCID 8070N,N'-Dimethylethylenediamine

HCID 169892,6-Dichloropyridine

Produkt 1

HCID 20339561N1-(6-Chloropyridin-2-yl)-N2,N2-dimethylethane-1,2-diamineAusbeute 70 %

Versuchsvorschrift

A solution of 2,6-dichloropyridine (29.6 g., 0.20 mole) and unsymmetrical dimethylethylenediamine (52.9 g., 0.60 mole) in 100 ml of pyridine is stirred at reflux for 48 hours. The pyridine is removed under reduced pressure and the residual mixture is poured into water and made basic with excess sodium hydroxide. The product is extracted into ethyl acetate which is then concentrated and the residual oil is distilled. 2-(2-Dimethylaminoethylamino)-6-chloropyridine boiling at 104°-105° at 0.2 mm is collected in 70% yield.