Table of Contents
Organic Chemistry International
Volume 2014, Article ID 239710, 4 pages
http://dx.doi.org/10.1155/2014/239710
Research Article

Synthesis of N-Alkyl-2-thiomethyl Benzimidazoles: A Green Approach

Department of Chemistry, College of Engineering, Jawaharlal Nehru Technological University Hyderabad, Kukatpally, Hyderabad 500 085, India

Received 19 November 2013; Revised 26 January 2014; Accepted 14 February 2014; Published 17 March 2014

Academic Editor: William Ogilvie

Copyright © 2014 S. Srinivas Rao et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. A. Spasov, I. N. Yozhitsa, L. I. Bugaeva, and V. A. Anisimova, “Benzimidazole derivatives: spectrum of pharmacological activity and toxicological properties,” Pharma Chemica Journal, vol. 33, pp. 232–243, 1999. View at Publisher · View at Google Scholar
  2. P. N. Preston, The Chemistry of Heterocyclic Compounds, Benzimidazoles and Congeneric Tricyclic Compounds, Part-2, vol. 10, John Wiley & Sons, New York, NY, USA, 1980.
  3. D. A. Horton, G. T. Bourne, and M. L. Smythe, “The combinatorial synthesis of bicyclic privileged structures or privileged substructures,” Chemical Reviews, vol. 103, no. 3, pp. 893–930, 2003. View at Publisher · View at Google Scholar · View at Scopus
  4. P. N. Preston, “Synthesis, reactions, and spectroscopic properties of benzimidazoles,” Chemical Reviews, vol. 74, no. 3, pp. 279–314, 1974. View at Google Scholar · View at Scopus
  5. X. Han, H. Ma, and Y. Wang, “p-TsOH catalyzed synthesis of 2-arylsubstituted benzimidazoles,” Arkivoc, vol. 2007, no. 13, pp. 150–154, 2007. View at Google Scholar · View at Scopus
  6. M. T. Migawa, J.-L. Girardet, J. A. Walker II et al., “Design, synthesis, and antiviral activity of α-nucleosides: D- and L-isomers of lyxofuranosyl- and (5-deoxylyxofuranosyl)benzimidazoles,” Journal of Medicinal Chemistry, vol. 41, no. 8, pp. 1242–1251, 1998. View at Publisher · View at Google Scholar · View at Scopus
  7. A. R. Porcari, R. V. Devivar, L. S. Kucera, J. C. Drach, and L. B. Townsend, “Design, synthesis, and antiviral evaluations of 1-(substituted benzyl)- 2-substituted-5,6-dichlorobenzimidazoles as nonnucleoside analogues of 2,5,6- trichloro-1-(β-D-ribofuranosyl)benzimidazole,” Journal of Medicinal Chemistry, vol. 41, no. 8, pp. 1252–1262, 1998. View at Publisher · View at Google Scholar · View at Scopus
  8. L. Casella, M. Gullotti, E. Suardi, M. Sisti, R. Pagliarin, and P. Zanello, “Blue copper models. Synthesis and characterization of copper(II) enethiolate complexes derived from (1R)-3-hydroxymethylenebornane-2-thione and 2-aminothia-alkyl-1-methylbenzimidazoles (donor set N2SS*) or diamines (donor set N2S2),” Journal of the Chemical Society, Dalton Transactions, no. 9, pp. 2843–2851, 1990. View at Publisher · View at Google Scholar · View at Scopus
  9. J. Rall, M. Wanner, M. Albrecht, F. M. Hornung, and W. Kaim, “Sensitive valence tautomer equilibrium of paramagnetic complexes [(L)Cun+(Qn-)] (n=1 or 2; Q = Quinones) related to amine oxidase enzymes,” Chemistry, vol. 5, no. 10, pp. 2802–2809, 1999. View at Google Scholar · View at Scopus
  10. J. Y. Kato, Y. Ito, R. Iluin, H. Aoyama, and T. Yokomastu, “Novel strategy for synthesis of substituted benzimidazole[1,2-a] quinolines,” Organic Letters, vol. 15, pp. 3794–3797, 2013. View at Google Scholar
  11. R. D. Haugwitz, B. V. Maurer, and V. L. Narayanan, “Synthesis and anthelmintic activity of some sulfonylbenzimidazoles,” Journal of Medicinal Chemistry, vol. 15, no. 8, pp. 856–858, 1972. View at Google Scholar · View at Scopus
  12. A. A. Zubenko, L. N. Fetisov, L. D. Popov, and E. Vihzila, “Preparation of pyrido[1,2-a]benzimidazole derivatives having antibacterial activity and process for their preparation,” Russian Patent no. 2394824, Chemical Abstract 151859, 2008.
  13. S. S. Rao, P. K. Dubey, and Y. B. Kumari, “A Green and Simple synthesis of N-substituted-2-mercapto benzimidazoles,” Indian Journal of Chemistry, vol. 52, pp. 1210–1213, 2013. View at Google Scholar
  14. S. S. Rao, Ch. V. R. Reddy, and P. K. Dubey, “A facile and green synthesis of N-substituted-2-chlorobenzimidazoles,” Der Pharma Chemica, vol. 5, pp. 69–72, 2013. View at Google Scholar