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Synthesis and Characterization of Metal Complexes with 4-Methyl-N-(p-methylphenylsulphonyl)-N-(pyridin-2-yl)benzene Sulphonamide

Received: 9 July 2021     Accepted: 21 July 2021     Published: 4 August 2021
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Abstract

4-methyl-N-(p-methylphenylsulphonyl)-N-(pyridin-2-yl)benzene sulphonamide is an important sulphonamide derivative that houses multiple essential moieties like pyridine nucleus, benzene core and sulphonamide. The research is aimed at the synthesis of 4-methyl-N-(p-methylphenylsulphonyl)-N-(pyridin-2-yl)benzene sulphonamide via the ditosylation of 2-aminopyridine. The ditosylated 2-aminopyridine was complexed with Zinc (II) ion and Copper (II) ion. The structural elucidations were achieved through UV–Vis, FTIR, 1HNMR, 13CNMR, ESI-MS and Micro-analysis. The data of the elemental analysis agrees with the molecular masses of ESI-MS. The molar conductance revealed that all the complexes are non-electrolyte in nature. The UV-VIS electronic band of 375–362 nm was assigned to n → π* electronic transition of ligand metal charge transfer (LMCT) of zinc (II) complex while 490–358nm and 690nm were assigned to n → π* electronic transition of ligand metal charge transfer (LMCT) and d→ d to electronic transition of copper (II) complex respectively. The infrared (IR) spectra studies indicated the bond between the ligand and the transition metals. The spectra of the complexes showed an absorption shift, with the free ligand of azomethine having the absorption band of 1689.70 cm-1 while that of the complexes, Zn (II) and Cu(II) have the absorption bands of 1674.27cm-1 and 1651.12cm-1 respectively. The complexation of 4-methyl-N-(p-methylphenylsulphonyl)-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 Modern Chemistry (Volume 9, Issue 3)
DOI 10.11648/j.mc.20210903.11
Page(s) 46-51
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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), 2021. Published by Science Publishing Group

Keywords

2-Aminopyridine, Complexation, Ditosylation, 4-methyl-N-(p-methylphenylsulphonyl)-N-(pyridin-2-yl)benzene Sulphonamide, Synthesis

References
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    Kingsley John Orie, Chukwuebuka David Ike, James Udochukwu Nzeneri. (2021). Synthesis and Characterization of Metal Complexes with 4-Methyl-N-(p-methylphenylsulphonyl)-N-(pyridin-2-yl)benzene Sulphonamide. Modern Chemistry, 9(3), 46-51. https://doi.org/10.11648/j.mc.20210903.11

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    ACS Style

    Kingsley John Orie; Chukwuebuka David Ike; James Udochukwu Nzeneri. Synthesis and Characterization of Metal Complexes with 4-Methyl-N-(p-methylphenylsulphonyl)-N-(pyridin-2-yl)benzene Sulphonamide. Mod. Chem. 2021, 9(3), 46-51. doi: 10.11648/j.mc.20210903.11

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    AMA Style

    Kingsley John Orie, Chukwuebuka David Ike, James Udochukwu Nzeneri. Synthesis and Characterization of Metal Complexes with 4-Methyl-N-(p-methylphenylsulphonyl)-N-(pyridin-2-yl)benzene Sulphonamide. Mod Chem. 2021;9(3):46-51. doi: 10.11648/j.mc.20210903.11

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  • @article{10.11648/j.mc.20210903.11,
      author = {Kingsley John Orie and Chukwuebuka David Ike and James Udochukwu Nzeneri},
      title = {Synthesis and Characterization of Metal Complexes with 4-Methyl-N-(p-methylphenylsulphonyl)-N-(pyridin-2-yl)benzene Sulphonamide},
      journal = {Modern Chemistry},
      volume = {9},
      number = {3},
      pages = {46-51},
      doi = {10.11648/j.mc.20210903.11},
      url = {https://doi.org/10.11648/j.mc.20210903.11},
      eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.mc.20210903.11},
      abstract = {4-methyl-N-(p-methylphenylsulphonyl)-N-(pyridin-2-yl)benzene sulphonamide is an important sulphonamide derivative that houses multiple essential moieties like pyridine nucleus, benzene core and sulphonamide. The research is aimed at the synthesis of 4-methyl-N-(p-methylphenylsulphonyl)-N-(pyridin-2-yl)benzene sulphonamide via the ditosylation of 2-aminopyridine. The ditosylated 2-aminopyridine was complexed with Zinc (II) ion and Copper (II) ion. The structural elucidations were achieved through UV–Vis, FTIR, 1HNMR, 13CNMR, ESI-MS and Micro-analysis. The data of the elemental analysis agrees with the molecular masses of ESI-MS. The molar conductance revealed that all the complexes are non-electrolyte in nature. The UV-VIS electronic band of 375–362 nm was assigned to n → π* electronic transition of ligand metal charge transfer (LMCT) of zinc (II) complex while 490–358nm and 690nm were assigned to n → π* electronic transition of ligand metal charge transfer (LMCT) and d→ d to electronic transition of copper (II) complex respectively. The infrared (IR) spectra studies indicated the bond between the ligand and the transition metals. The spectra of the complexes showed an absorption shift, with the free ligand of azomethine having the absorption band of 1689.70 cm-1 while that of the complexes, Zn (II) and Cu(II) have the absorption bands of 1674.27cm-1 and 1651.12cm-1 respectively. The complexation of 4-methyl-N-(p-methylphenylsulphonyl)-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 Characterization of Metal Complexes with 4-Methyl-N-(p-methylphenylsulphonyl)-N-(pyridin-2-yl)benzene Sulphonamide
    AU  - Kingsley John Orie
    AU  - Chukwuebuka David Ike
    AU  - James Udochukwu Nzeneri
    Y1  - 2021/08/04
    PY  - 2021
    N1  - https://doi.org/10.11648/j.mc.20210903.11
    DO  - 10.11648/j.mc.20210903.11
    T2  - Modern Chemistry
    JF  - Modern Chemistry
    JO  - Modern Chemistry
    SP  - 46
    EP  - 51
    PB  - Science Publishing Group
    SN  - 2329-180X
    UR  - https://doi.org/10.11648/j.mc.20210903.11
    AB  - 4-methyl-N-(p-methylphenylsulphonyl)-N-(pyridin-2-yl)benzene sulphonamide is an important sulphonamide derivative that houses multiple essential moieties like pyridine nucleus, benzene core and sulphonamide. The research is aimed at the synthesis of 4-methyl-N-(p-methylphenylsulphonyl)-N-(pyridin-2-yl)benzene sulphonamide via the ditosylation of 2-aminopyridine. The ditosylated 2-aminopyridine was complexed with Zinc (II) ion and Copper (II) ion. The structural elucidations were achieved through UV–Vis, FTIR, 1HNMR, 13CNMR, ESI-MS and Micro-analysis. The data of the elemental analysis agrees with the molecular masses of ESI-MS. The molar conductance revealed that all the complexes are non-electrolyte in nature. The UV-VIS electronic band of 375–362 nm was assigned to n → π* electronic transition of ligand metal charge transfer (LMCT) of zinc (II) complex while 490–358nm and 690nm were assigned to n → π* electronic transition of ligand metal charge transfer (LMCT) and d→ d to electronic transition of copper (II) complex respectively. The infrared (IR) spectra studies indicated the bond between the ligand and the transition metals. The spectra of the complexes showed an absorption shift, with the free ligand of azomethine having the absorption band of 1689.70 cm-1 while that of the complexes, Zn (II) and Cu(II) have the absorption bands of 1674.27cm-1 and 1651.12cm-1 respectively. The complexation of 4-methyl-N-(p-methylphenylsulphonyl)-N-(pyridin-2-yl)benzene sulphonamide may hopefully increase the biological and catalytic potential of the ligand in the pharmaceutical and chemical industries.
    VL  - 9
    IS  - 3
    ER  - 

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

  • Department of Chemistry, College of Science, Federal University of Agriculture, Makurdi, Nigeria

  • Department of Chemistry, School of Science, Federal University of Technology, Owerri, Nigeria

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