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-<i>N</i>-(pyridin-2-yl)benzene sulphonamide was achieved by two-step reactions. 2-aminopyridine was sulphonylated <i>via</i> 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 Zn<sup>2+</sup> and Cu<sup>2+</sup> 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 (<sup>1</sup>HNMR), Carbon-13 Nuclear Magnetic Resonance (<sup>13</sup>CNMR) 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<sup>-1</sup> and 1674.27cm<sup>-1</sup> respectively. The complexation of4-Methyl-<i>N</i>-(pyridin-2-yl)benzene sulphonamide may hopefully increase the biological and catalytic potential of the ligand in the pharmaceutical and chemical industries.
Highlights
In recent years, metal complexes of sulphonamides have attracted considerable attention due to their remarkable antibacterial, antifungal and antitumor activities [1, 2]
The amine group in 2-aminopyridine attacks the sulphonyl group with the pi bond electron between sulphur and oxygen moving to oxygen
The ligand was complexed with Zn(II) and Cu(II) ions
Summary
Metal complexes of sulphonamides have attracted considerable attention due to their remarkable antibacterial, antifungal and antitumor activities [1, 2]. Complications of organic ligands improve and enhance the biological (antimicrobial activities) and catalytic potential of the ligand (compound) in the pharmaceutical and chemical industries [4, 5]. The chemical 4-Methyl-N-(pyridin-2-yl)benzene sulphonamide is an organic compound with the formula C12H12N2O2S. It holds these essential moieties; pyridine, amine, aromatic nucleus and sulphonamide, which are used as an important intermediate in the chemical and medicinal. The biological potential of4-methyl-N-(pyridin-2yl)benzene sulphonamide, as an antibacterial, antifungal and antitumor has been investigated by the researcher [5, 6]
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