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South African Journal of Chemistry

On-line version ISSN 1996-840X
Print version ISSN 0379-4350

S.Afr.j.chem. (Online) vol.61  Durban  2008

 

RESEARCH ARTICLE

 

Synthesis of some benzimidazole-substituted benzotriazoles

 

 

Akbar Mobinikhaledi*; Naser Foroughifar; Parvin Mohammadlu; Mehdi Kalhor

Department of Chemistry, University of Arak, Dr. Beheshti Avenue, Arak, Iran

 

 


ABSTRACT

2-Alkylsubstituted benzimidazoles ( 3A-H: ) were prepared from the acid-catalyzed reaction of 4-methyl-1,2-phenylenediamine with corresponding carboxylic acids. Addition of these benzimidazoles to N-chloromethylbenzotriazole in the presence of sodium amide under reflux conditions gave the novel benzimidazole-substituted benzotriazoles ( 5A-F: ). IR and 1H NMR spectroscopy and elemental analysis were used for the identification of these compounds.

Keywords: Phenylenediamine, benzimidazole, benzotriazole


 

 

Full text available only in pdf format.

 

Acknowledgement

We thank the research committee and the Department of Chemistry of the University of Arak for providing financial support.

 

References

1 D.J. Sheehan, C.A. Hitchcock and C.M. Sibley, Clin. Microbiol. Rev., 1999, 12, 40-79.         [ Links ]

2 K. Kubo, Y. Kohara, Y. Yoshmora, Y. Inada, Y. Shibouta, Y. Furukawa, T. Kato, K. Nishikawa and T. Naka, J. Med. Chem, 1993, 36, 2343-2349.         [ Links ]

3 K. Kubo, Y. Inada, Y. Kohara, Y. Sugiura, M. Ojima, K. Itoh. Y. Furukawa, K. Nishikawa and T. Naka, J. Med. Chem., 1993, 36, 1772-1784.         [ Links ]

4 C.R. Boruah and E.B. Skibo, J. Med. Chem., 1994, 37, 1625-1631.         [ Links ]

5 R.P. Srivastava and S. Sharma, Pharmazie, 1990, 45, 34-37.         [ Links ]

6 K. Kubo, Y. Kohara, E. Imamia, Y. Sugiura, Y. Inada, Y. Furukawa, K. Nishikawa and T. Naka, J. Med. Chem., 1993, 36, 2182-2195.         [ Links ]

7 K. Ito, H. Kagawa, T. Fududa, K. Yoshino and T. Nose, Arzneim-Forsch, 1982, 31, 49-55.         [ Links ]

8 M. Rizk, Egypt. J. Pharm. Sci., 1993, 34, 243-252.         [ Links ]

9 M.M. Kamel and M.R. Nasr, Pharmazie, 1979, 34, 440-441.         [ Links ]

10 A.H. El-Masry, H.H. Fahmy and S.H.A. Abdelwahed, Molecules, 2000, 5, 1429-1438.         [ Links ]

11 I. Lalezari, L.A. Gomez and M. Khorshidi, J. Heterocycl. Chem., 1990, 27, 687-689.         [ Links ]

12 G. Caliendo, R. Di Carlo, R. Meli, E. Perissutti, V.E. Santagada, C. Silipo and A. Vittoria, J. Med. Chem., 1993, 28, 969-974.         [ Links ]

13 G. Caliendo, E. Novellino, G. Sagliocco, VE. Santagada, C. Silipo and A. Vittoria, Eur. J. Med. Chem., 1992, 27, 161-166.         [ Links ]

14 V. Milata and R. Kada, Collect. Czech. Chem. Commun., 1994, 59, 725-730.         [ Links ]

15 Y.S. Hong, H.M. Kim, H.S. Kim and Y.T. Park, Bull. Korean Chem. Soc., 1999, 20, 1524-1528.         [ Links ]

16 A.R. Katritzky, S. Rachwal and W.W. Jing, Can. J. Chem., 1990, 68, 446-455.         [ Links ]

17 A. Mobinikhaledi, N. Foroughifar and R. Goli, Phosphorus, Sulfur and Silicon, 2005, 180, 2549-2554.         [ Links ]

18 A.R. Katritzky, L. Lan, J.Z. Yang and O.V Denisko, Chem. Rev., 1998, 98, 409-448.         [ Links ]

19 A.R. Katritzky, G. Qiu and B. Yang, Synthesis, 1998, 704-706.         [ Links ]

20 J.H. Burckhalter, V.C. Stephens and L.A.R. Hall, J. Am. Chem. Soc. , 1952, 74, 3868-3870.         [ Links ]

21 A. Mobinikhaledi, N. Foroughifar and M. Amrollahi, Asian J. Chem., 2005, 17, 1301-1303.         [ Links ]

22 Z. Zhan-Hui, L. Jian-Jiong, G. Yuan-Zhe and L. Yu-Heng. J. Heterocycl. Chem, 2007, 44, 1509-1512.         [ Links ]

23 A. Mobinikhaledi, M. Zendehdel and F.H. Jamshidi. Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2007, 37, 175-177.         [ Links ]

 

 

Received 20 April 2008
Revised 30 September 2008
Accepted 10 October 2008

 

 

* To whom correspondence should be addressed. E-mail: akbar_mobini@yahoo.com

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