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Synthesis and Spectroscopic Studies of Zinc (II) Ion and Copper (II) Ion Complexes of 4-Methyl-N-(pyridin-2-yl)benzene Sulphonamide

Received: 14 June 2021    Accepted: 24 June 2021    Published: 29 June 2021
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Abstract

Sulphonamide derivative of heteroaromatic compounds has vastly been used as bactericide, fungicide, germicide, antitumor and others in the field of the pharmaceutical industry. Their complexations as revealed by authors are found to enhance the bioactivity of the sulphonamide derivatives except in some cases where bioactive is reduced. 4-methyl-N-(pyridin-2-yl)benzene sulphonamide is an important sulphonamide derivative that houses multiple essential moieties like pyridine core, benzene ring, azomethine and sulphonamide. The synthesis and spectra investigation of Zinc (II) ion and Copper (II) ion complexes of 4-Methyl-N-(pyridin-2-yl)benzene sulphonamide was achieved by two-step reactions. 2-aminopyridine was sulphonylated via the action of tosyl chloride on 4-aminopyridine in the presence of sodium trioxocarbonate (IV) in an aqueous solvent. The product was washed severally with distilled water and purified with mixed solvent. Thereafter, the product was complexed with Zn2+ and Cu2+ ions. The purity of both the ligand and complexes were confirmed using thin-layer chromatography and melting point analysis. The solubility analysis confirmed the behaviour of the ligand and the complexes in some organic solvents. The structural elucidations were achieved through Ultraviolet Visible spectroscopy (UV–Vis), Fourier Transform Infer-Red (FTIR) spectroscopy, Proton Nuclear Magnetic Resonance (1HNMR), Carbon-13 Nuclear Magnetic Resonance (13CNMR) and Electron Spray Ionisation-Mass Spectrometer (ESI-MS). The formation of 1:2 [M: 2L] complex was shown in the elemental analysis data. The molar conductance measurements revealed that all the complexes are non-electrolyte in nature. The infrared (IR) spectra studies indicated the binding sites of the sulphonamide derivatives ligand with the transition metal ions. The spectra of the complexes showed an absorption shift, with the free ligand of azomethine having the absorption band (1681.98) while that of the complexes, Zn (II) and Cu(II) have the absorption bands of 1674.30cm-1 and 1674.27cm-1 respectively. The complexation of4-Methyl-N-(pyridin-2-yl)benzene sulphonamide may hopefully increase the biological and catalytic potential of the ligand in the pharmaceutical and chemical industries.

Published in World Journal of Applied Chemistry (Volume 6, Issue 2)
DOI 10.11648/j.wjac.20210602.12
Page(s) 19-24
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This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.

Copyright

Copyright © The Author(s), 2024. Published by Science Publishing Group

Keywords

2-Aminopyridine, Complexation, 4-Methyl-N-(pyridin-2-yl)benzenesulphonamide, Tosyl Chloride, Synthesis

References
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    Kingsley John Orie, Remy Ukachukwu Duru, Raphael I-oro Ngochindo. (2021). Synthesis and Spectroscopic Studies of Zinc (II) Ion and Copper (II) Ion Complexes of 4-Methyl-N-(pyridin-2-yl)benzene Sulphonamide. World Journal of Applied Chemistry, 6(2), 19-24. https://doi.org/10.11648/j.wjac.20210602.12

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    Kingsley John Orie; Remy Ukachukwu Duru; Raphael I-oro Ngochindo. Synthesis and Spectroscopic Studies of Zinc (II) Ion and Copper (II) Ion Complexes of 4-Methyl-N-(pyridin-2-yl)benzene Sulphonamide. World J. Appl. Chem. 2021, 6(2), 19-24. doi: 10.11648/j.wjac.20210602.12

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    AMA Style

    Kingsley John Orie, Remy Ukachukwu Duru, Raphael I-oro Ngochindo. Synthesis and Spectroscopic Studies of Zinc (II) Ion and Copper (II) Ion Complexes of 4-Methyl-N-(pyridin-2-yl)benzene Sulphonamide. World J Appl Chem. 2021;6(2):19-24. doi: 10.11648/j.wjac.20210602.12

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  • @article{10.11648/j.wjac.20210602.12,
      author = {Kingsley John Orie and Remy Ukachukwu Duru and Raphael I-oro Ngochindo},
      title = {Synthesis and Spectroscopic Studies of Zinc (II) Ion and Copper (II) Ion Complexes of 4-Methyl-N-(pyridin-2-yl)benzene Sulphonamide},
      journal = {World Journal of Applied Chemistry},
      volume = {6},
      number = {2},
      pages = {19-24},
      doi = {10.11648/j.wjac.20210602.12},
      url = {https://doi.org/10.11648/j.wjac.20210602.12},
      eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.wjac.20210602.12},
      abstract = {Sulphonamide derivative of heteroaromatic compounds has vastly been used as bactericide, fungicide, germicide, antitumor and others in the field of the pharmaceutical industry. Their complexations as revealed by authors are found to enhance the bioactivity of the sulphonamide derivatives except in some cases where bioactive is reduced. 4-methyl-N-(pyridin-2-yl)benzene sulphonamide is an important sulphonamide derivative that houses multiple essential moieties like pyridine core, benzene ring, azomethine and sulphonamide. The synthesis and spectra investigation of Zinc (II) ion and Copper (II) ion complexes of 4-Methyl-N-(pyridin-2-yl)benzene sulphonamide was achieved by two-step reactions. 2-aminopyridine was sulphonylated via the action of tosyl chloride on 4-aminopyridine in the presence of sodium trioxocarbonate (IV) in an aqueous solvent. The product was washed severally with distilled water and purified with mixed solvent. Thereafter, the product was complexed with Zn2+ and Cu2+ ions. The purity of both the ligand and complexes were confirmed using thin-layer chromatography and melting point analysis. The solubility analysis confirmed the behaviour of the ligand and the complexes in some organic solvents. The structural elucidations were achieved through Ultraviolet Visible spectroscopy (UV–Vis), Fourier Transform Infer-Red (FTIR) spectroscopy, Proton Nuclear Magnetic Resonance (1HNMR), Carbon-13 Nuclear Magnetic Resonance (13CNMR) and Electron Spray Ionisation-Mass Spectrometer (ESI-MS). The formation of 1:2 [M: 2L] complex was shown in the elemental analysis data. The molar conductance measurements revealed that all the complexes are non-electrolyte in nature. The infrared (IR) spectra studies indicated the binding sites of the sulphonamide derivatives ligand with the transition metal ions. The spectra of the complexes showed an absorption shift, with the free ligand of azomethine having the absorption band (1681.98) while that of the complexes, Zn (II) and Cu(II) have the absorption bands of 1674.30cm-1 and 1674.27cm-1 respectively. The complexation of4-Methyl-N-(pyridin-2-yl)benzene sulphonamide may hopefully increase the biological and catalytic potential of the ligand in the pharmaceutical and chemical industries.},
     year = {2021}
    }
    

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  • TY  - JOUR
    T1  - Synthesis and Spectroscopic Studies of Zinc (II) Ion and Copper (II) Ion Complexes of 4-Methyl-N-(pyridin-2-yl)benzene Sulphonamide
    AU  - Kingsley John Orie
    AU  - Remy Ukachukwu Duru
    AU  - Raphael I-oro Ngochindo
    Y1  - 2021/06/29
    PY  - 2021
    N1  - https://doi.org/10.11648/j.wjac.20210602.12
    DO  - 10.11648/j.wjac.20210602.12
    T2  - World Journal of Applied Chemistry
    JF  - World Journal of Applied Chemistry
    JO  - World Journal of Applied Chemistry
    SP  - 19
    EP  - 24
    PB  - Science Publishing Group
    SN  - 2637-5982
    UR  - https://doi.org/10.11648/j.wjac.20210602.12
    AB  - Sulphonamide derivative of heteroaromatic compounds has vastly been used as bactericide, fungicide, germicide, antitumor and others in the field of the pharmaceutical industry. Their complexations as revealed by authors are found to enhance the bioactivity of the sulphonamide derivatives except in some cases where bioactive is reduced. 4-methyl-N-(pyridin-2-yl)benzene sulphonamide is an important sulphonamide derivative that houses multiple essential moieties like pyridine core, benzene ring, azomethine and sulphonamide. The synthesis and spectra investigation of Zinc (II) ion and Copper (II) ion complexes of 4-Methyl-N-(pyridin-2-yl)benzene sulphonamide was achieved by two-step reactions. 2-aminopyridine was sulphonylated via the action of tosyl chloride on 4-aminopyridine in the presence of sodium trioxocarbonate (IV) in an aqueous solvent. The product was washed severally with distilled water and purified with mixed solvent. Thereafter, the product was complexed with Zn2+ and Cu2+ ions. The purity of both the ligand and complexes were confirmed using thin-layer chromatography and melting point analysis. The solubility analysis confirmed the behaviour of the ligand and the complexes in some organic solvents. The structural elucidations were achieved through Ultraviolet Visible spectroscopy (UV–Vis), Fourier Transform Infer-Red (FTIR) spectroscopy, Proton Nuclear Magnetic Resonance (1HNMR), Carbon-13 Nuclear Magnetic Resonance (13CNMR) and Electron Spray Ionisation-Mass Spectrometer (ESI-MS). The formation of 1:2 [M: 2L] complex was shown in the elemental analysis data. The molar conductance measurements revealed that all the complexes are non-electrolyte in nature. The infrared (IR) spectra studies indicated the binding sites of the sulphonamide derivatives ligand with the transition metal ions. The spectra of the complexes showed an absorption shift, with the free ligand of azomethine having the absorption band (1681.98) while that of the complexes, Zn (II) and Cu(II) have the absorption bands of 1674.30cm-1 and 1674.27cm-1 respectively. The complexation of4-Methyl-N-(pyridin-2-yl)benzene sulphonamide may hopefully increase the biological and catalytic potential of the ligand in the pharmaceutical and chemical industries.
    VL  - 6
    IS  - 2
    ER  - 

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Author Information
  • Department of Pure and Industrial Chemistry, University of Port Harcourt, Port Harcourt, Nigeria

  • Department of Pure and Industrial Chemistry, University of Port Harcourt, Port Harcourt, Nigeria

  • Department of Pure and Industrial Chemistry, University of Port Harcourt, Port Harcourt, Nigeria

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