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STUDIES OF IMIDAZO[1,2-a]BENZIMIDAZOLES. 32. SYNTHESIS AND PROPERTIES OF 2,3-DIHYDROIMIDAZO- AND 2,3,4,10-TETRAHYDROPYRIMIDO[1,2-a]BENZIMIDAZOL-9(10)-YLACETIC ACIDS

В. А. Анисимова, И. Е. Толпыгин, О. И. Аскалепова
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Abstract


Reaction of unsubstituted 2,9-dihydro-3H-imidazo- and 2,3,4,10-tetrahydropyrimido[1,2-a]benzimidazoles with haloacetates has given hetaryl-9(10)-acetates. The basic and acid hydrolysis of these esters yields the corresponding acids. The zwitterionic structure of the acids obtained has been proved. They were also prepared by the direct alkylation of unsubstituted azaheterocycles using sodium chloroacetate or by hydrolysis of the corresponding acetonitriles. The synthesized esters readily undergo aminolysis and hydrazinolysis.

How to Cite
Anisimova, V. A.; Tolpygin, I. E.; Askalepova, O. I. Chem. Heterocycl. Compd. 2014, 49, 1748. [Khim. Geterotsikl. Soedin. 2013, 1887.]

For this article in the English edition see DOI 10.1007/s10593-014-1427-1


Keywords


amides; betaines; 2,9-dihydro-3H-imidazo[1,2-a]benzimidazoles; hetarylacetic acids; hydrazides; 2,3,4,10-tetrahydropyrimido[1,2-a]benzimidazoles; basicity; protolytic equilibrium

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