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Preparation, characterization, and application of 1,1′-disulfo-[2,2′-bipyridine]-1,1′-diium chloride ionic liquid as an efficient catalyst for the synthesis of benzimidazole derivatives

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Abstract

In this study, 2,2′-bipyridine was treated with chlorosulfonic acid and 1,1′-disulfo-[2,2′-bipyridine]-1,1′-diium chloride, [BiPy](SO3H)2Cl2, as a new ionic liquid catalyst was obtained and characterized with a variety of techniques including IR, 1H, and 13C NMR, Hammett acidity function as well as mass spectra method. After preparation and characterization, this ionic liquid was used as an efficient catalyst for the green and mild synthesis of benzimidazole derivatives. In addition, this reagent is efficiently able to catalyze the preparation of benzimidazole derivatives from the protected derivatives of aldehydes including oximes and semicarbazones. All reactions are performed under mild conditions in excellent yields.

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Acknowledgments

We are thankful to the University of Guilan Research Councils for the partial support of this work.

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Authors and Affiliations

  1. Department of Chemistry, College of Science, University of Guilan, Post Box 1914, 41335, Rasht, Iran

    Farhad Shirini, Masoumeh Abedini, Mohadeseh Seddighi & Fatemeh Shaabani Arbosara

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  1. Farhad Shirini
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  2. Masoumeh Abedini
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  3. Mohadeseh Seddighi
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  4. Fatemeh Shaabani Arbosara
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Correspondence to Farhad Shirini or Masoumeh Abedini.

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Shirini, F., Abedini, M., Seddighi, M. et al. Preparation, characterization, and application of 1,1′-disulfo-[2,2′-bipyridine]-1,1′-diium chloride ionic liquid as an efficient catalyst for the synthesis of benzimidazole derivatives. Res Chem Intermed 41, 7683–7693 (2015). https://doi.org/10.1007/s11164-014-1852-x

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