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Synthesis of 1-(benzothiazolylamino)phenylmethyl-2-naphthols accelerated by a novel magnetic nanocatalyst

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Abstract

4-(4-Propylpiperazine-1-yl)butane-1-sulfonic acid-modified silica-coated magnetic nanoparticles have been synthesized via covalent grafting of piperazine on (3-chloropropyl) triethoxysilane-functionalized magnetic nanoparticles through ring opening reaction of 1,4-butane sultone. The prepared reagent was characterized using different types of methods, including infrared spectroscopy (FT-IR), X-ray diffraction, thermogravimetric analysis, and scanning electron microscopy. After characterization, the catalytic activity of this reagent in the preparation of 1-(benzothiazolylamino) phenylmethyl-2-naphthols via one-pot condensation of aldehydes, 2-aminobenzothiazole, and 2-naphthol was studied in the absence of solvent. All reactions were performed under mild conditions in excellent yields during short reaction times. Using this method, the catalyst can be easily isolated from the reaction mixture by magnetic decantation using an external magnet and reused at least seven times without significant degradation in its activity.

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Acknowledgements

The authors are thankful to the Guilan and Zanjan Universities Research Councils for the partial support of this work.

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Authors and Affiliations

  1. Department of Chemistry, University of Zanjan, Zanjan, 45195-313, Islamic Republic of Iran

    Monireh Pourghasemi Lati, Mokhtar Alinia-Asli & Mohammad Ali Rezvani

  2. Department of Chemistry, College of Science, University of Guilan, Rasht, 41335, Islamic Republic of Iran

    Farhad Shirini

Authors
  1. Monireh Pourghasemi Lati
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  2. Farhad Shirini
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  3. Mokhtar Alinia-Asli
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  4. Mohammad Ali Rezvani
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Correspondence to Farhad Shirini or Mokhtar Alinia-Asli.

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Lati, M.P., Shirini, F., Alinia-Asli, M. et al. Synthesis of 1-(benzothiazolylamino)phenylmethyl-2-naphthols accelerated by a novel magnetic nanocatalyst. J IRAN CHEM SOC 15, 1655–1662 (2018). https://doi.org/10.1007/s13738-018-1364-5

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