Original scientific paper

Study of Preparation and Properties of Imidazolium Betaines

V. Šunjić ; Research-Development Institute, KRKA, Pharmaceutical and Chemical Works, Novo Mesto, Yugoslavia
T. Fajdiga ; Research-Development Institute, KRKA, Pharmaceutical and Chemical Works, Novo Mesto, Yugoslavia
M. Slamnik ; Research-Development Institute, KRKA, Pharmaceutical and Chemical Works, Novo Mesto, Yugoslavia

Abstract

To investigate the posibility for the preparation of 1,3-dicarboxyalkyl(
benz)imidazolium betaines a number of monosubstituted
1-carboxyalkyl(benz)imidazoles has been prepared (I-X)
and their basic pKa value determined. The betaines (XI~XIV)
can be prepared only from the imidazole derivatives which had
basic (N3) pKa values above 3--4 pKa units. !-Substituted benzimidazoles decomposed under reaction conditions employed ·for
quaternization, yielding N,N'-dicarboxyalkyl o-phenylenediamines.
Dimethylformamide when used as the solvent under highly basic
reaction conditions reacted with halogen carboxylic acid.s giving
· rise to the formation · of betaines of dimethyl-dicarboxyalkyl
amines (XV, XVI) and hydrochlorides of dimethyl-carboxyalkyl
amines (XVII, XVIII), respectively.
The reaction course of 1,3-disubstitution is briefly discussed,
as well as some chemical and physical properties of the betaines
are described.

Keywords

Hrčak ID:

197529

URI

https://hrcak.srce.hr/197529

Publication date:

30.10.1970.

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