Related Experiment Video
Updated: Feb 17, 2026

Visualization of Bacterial Resistance using Fluorescent Antibiotic Probes
Published on: March 2, 2020
Structure-based design of functionalized 2-substituted and 1,2-disubstituted benzimidazole derivatives and their in
Olayinka O Ajani1, Olayinka O Tolu-Bolaji1, Shade J Olorunshola2
1Department of Chemistry, C.S.T., Covenant University, Canaanland, km 10, Idiroko Road, P.M.B. 1023, Ota, Ogun State, Nigeria.
Abstract:
The aim of this present study was to synthesize 2-substituted and 1,2-disubstituted benzimidazole derivatives to investigate their antibacterial diversity for possible future drug design. The structure-based design of precursors 2-(1H-benzimidazol-2-yl)aniline 1, 2-(3,5-dinitro phenyl)-1H-benzimidazole 3 and 2-benzyl-1H-benzimidazole 5 were achieved by the condensation reaction of o-phenylenediamine with anthranilic acid, 3,5-dinitrophenylbenzoic acid, and phenylacetic acid, respectively. The precursors 1, 3 and 5, upon reaction with six different electrophile-releasing agents, furnished the corresponding 2-substituted benzimidazole, 2a-f and 1,2-disubstituted benzimidazole derivatives 4a-f and 6a-f, respectively. The structural identity of the targeted compounds was authenticated by elemental analytical data and spectral information from FT-IR, UV, 1H, and 13C NMR. The outcome of the findings from the in vitro screening unveiled 2-benzyl-1-(phenylsulfonyl)-1H-benzimidazole 6b as the most active derivative with lowest MIC value of 15.63 µg/mL.
Related Concept Videos
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
Directing and Steric Effects in Disubstituted Benzene Derivatives
Nomenclature of Aromatic Compounds with Multiple Substituents
For disubstituted benzene derivatives, with two groups attached to the benzene ring, three constitutional isomers are possible. For example, consider dimethyl benzene, often called xylene, where the second methyl group can be substituted at the second, third, or fourth carbon. The relative position of the substituents is represented by prefixes ortho, meta, or...
Directing Effect of Substituents: meta-Directing Groups
Structure of Benzene: Kekulé Model
He proposed that benzene has a cyclic structure of six carbon atoms attached to one hydrogen atom each, with three alternating pi bonds.
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions

