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Paper | Regular issue | Vol 92, No. 2, 2016, pp.235-251
Published online, 15th January, 2016
DOI: 10.3987/COM-15-13343
Synthesis of Novel Benzimidazoles 2-Functionalized with Pyrrolidinone and γ-Amino Acid with a High Antibacterial Activity

Vestina Strelciunaite,* Kazimieras Anusevicius, Ingrida Tumosiene, Jurate Siugzdaite, Ilona Jonuskiene, Irena Ramanauskaite, and Vytautas Mickevicius

*Department of Organic Chemistry, Kaunas University of Technology, Radvilėnų pl. 19, Kaunas LT-50254, Lithuania

Abstract

Series of 2- and 1,2-disubstituted benzimidazoles with carboxyalkyl substituents or their derivatives were synthesized during chemical transformations of 4-(1H-benzimidazol-2-yl)-1-(3-chloro-4-methoxyphenyl)pyrrolidin-2-one. Condensation products of 2-{2-[1-(3-chloro-4-metoxylphenyl)-5-oxo- 3-pyrrolidinyl]-1H-benzimidazol-1-yl}acetohydrazide and 3-(1H-benzimidazol- 2-yl)-4-(3-chloro-4-methoxyphenylamino)butanoic acid hydrazide with mono- and dicarbonylic compounds have been obtained. Some of the synthesized compounds are characterized by a strong bactericidal effect, even at low concentrations.