Collect. Czech. Chem. Commun. 1995, 60, 1009-1015

Structure and Properties of Quaternized 2- and 4-Aminonicotinamides

Svatava Smrčková-Voltrová, Jaroslav Říha and Viktor Prutianov

Department of Organic Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6, Czech Republic


Compounds 2- and 4-aminonicotinamide were quaternized with eight 4-substituted 1-bromomethylbenzenes to form 1-(4-substituted benzyl)-3-carbamoyl-1,2(1,4)-dihydropyridin-2(4)-iminium bromides. The optimal reaction conditions were found and the resulting iminium salts were characterized by 1H and 13C NMR spectra. No transmission of electronic effect of the substituent at the benzene ring on the spectral properties of dihydropyridine moiety was observed. The possible reason is discussed.