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Research Article Open access CC BY 3.0

Facile Synthesis and Characterization of New 2,3-Disubstituted Benzimidazole Derivatives

Olayinka O. Ajani, Emmanuel K. Ezeoke, Abiola Edobor-Osoh, Alice O. Ajani

International Research Journal of Pure and Applied Chemistry · pp. 10–21 · Published 8 Feb 2013

10.9734/IRJPAC/2013/2480

Abstract

Benzimidazoles are known to represent a class of medicinally important compounds which are extensively used as antibacterial agents. Hence, a series of five 2-substituted benzimidazole precursors (1a-e) were synthesized via [4 + 1] condensation and imino compound (1f) by simple condensation in the presence of Conc. HCl as catalyst. Synthetic modification of N-1 position was achieved in order to obtain new 5-chloro-2,4-dinitrophenyl bearing 1,2-disubstituted benzimidazole 2a-e and 2f, and 3-chlorobenzyl bearing 1,2-disubstituted benzimidazole 3a-e and 3f in good to excellent yields using a facile approach. The chemical structures of all synthesized compounds were confirmed using spectroscopic means such as UV-visible, IR, Mass spectra, 1H and 13C NMR as well as C, H, N elemental analytical data.  

Heterocycle benzimidazole cycloaddition carboxylic acid spectroscopy

References (17)

  1. 1 In-vivo analgesic and anti-inflammatory activities of newly synthesized benzimidazole derivatives [DOI]
  2. 2 Synthesis and evaluation of anticancer benzoxazoles and benzimidazoles related to UK-1 [DOI]
  3. 3 Synthesis and antiparasitic activity of 1H-benzimidazole derivatives [DOI]
  4. 4 Microwave assisted synthesis and antimicrobial activity of 2-quinoxalinone-3-hydrazone derivatives [DOI]
  5. 5 Benzimidazole: A short review of their antimicrobial activities [DOI]
  6. 6 Synthesis, antiprotozoal and antibacterial activity of nitro- and halogeno-substituted benzimidazole derivatives. [DOI]
  7. 7 Synthesis and antiproliferative activity of some benzimidazole-4,7-dione derivatives [DOI]
  8. 8 Synthesis and Antifungal Properties of Some Benzimidazole Derivatives
  9. 9 Synthesis, Characterization and Antiamoebic Activity of Benzimidazole Derivatives and Their Vanadium and Molybdenum Complexes [DOI]
  10. 10 Synthesis and HIV-1 Reverse Transcriptase Inhibitor Activity of Some 2,5,6-Substituted Benzoxazole, Benzimidazole, Benzothiazole and Oxazolo(4,5-b)pyridine Derivatives [DOI]
  11. 11 Antibacterial evaluation of some benzimidazole derivatives and their zinc(II) complexes [DOI]
  12. 12 Synthesis and anthelmintic activity of some hybrid Benzimidazolyl-chalcone derivatives [DOI]
  13. 13 Functionalized 1,4‐Benzothiazine: A Versatile Scaffold with Diverse Biological Properties [DOI]
  14. 14 Anticonvulsant evaluation of some newer benzimidazole derivatives: design and synthesis.
  15. 15 In Vitro Anti-Tubercular Screening Of Newly Synthesized Benzimidazole Derivatives [DOI]
  16. 16 Synthesis and Anti‐Hepatitis B Virus Activity of a Novel Class of Thiazolylbenzimidazole Derivatives [DOI]
  17. 17 Facile Synthesis and Characterization of Substituted Pyrimidin-2(1H)-ones and their Chalcone Precursors [DOI]

Cited by 14

Structure-based design of functionalized 2-substituted and 1,2-disubstituted benzimidazole derivatives and their in vitro antibacterial efficacy

Olayinka O. Ajani, Olayinka O. Tolu-Bolaji, Shade J. Olorunshola · Journal of Advanced Research · 2017

One-pot strategy of copper-catalyzed synthesis of 1,2-disubstituted benzimidazoles

Caixia Xie, Xushuang Han, Jian Gong · Organic & Biomolecular Chemistry · 2017

Functionalized Benzimidazole Scaffolds: Privileged Heterocycle for Drug Design in Therapeutic Medicine

Olayinka O. Ajani, Damilola V. Aderohunmu, Chinwe O. Ikpo · Archiv der Pharmazie · 2016

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