Synthesis, Structural Analysis and Thermal Behavior of New 1,2,4-Triazole Derivative and Its Transition Metal Complexes

https://doi.org/10.22146/ijc.68859

Ali Taleb Bader(1*), Nada Ahmed Rasheed Al-qasii(2), Ahmed Hassen Shntaif(3), Maryam El Marouani(4), Mohammed Idaan Hassan AL Majidi(5), László Trif(6), Mohammed Boulhaoua(7)

(1) Department of Chemistry, College of Sciences for Woman, University of Babylon, Hilla, Iraq
(2) Department of Chemistry, College of Science, University of Baghdad, Baghdad, Iraq
(3) Department of Chemistry, College of Sciences for Woman, University of Babylon, Hilla, Iraq
(4) Department of Chemistry, College of Sciences, University of Hafr Al Batin, Hafr Al Batin, Kingdom of Saudi Arabia
(5) Department of Chemistry, College of Sciences for Woman, University of Babylon, Hilla, Iraq Institute of Chemistry, ELTE Eötvös Loránd University, Pázmány Péter sétány 1/A, H-1117, Budapest, Hungary
(6) Institute of Materials and Environmental Chemistry, Research Centre for Natural Sciences, Budapest, Hungary
(7) Institute of Chemistry, ELTE Eötvös Loránd University, Pázmány Péter sétány 1/A, H-1117, Budapest, Hungary
(*) Corresponding Author

Abstract


Cobalt(II), nickel(II), and copper(II) complexes containing bidentate ligands )5-(4-nitrophenyl)-4-((4-phenoxybenzylidene)amino)-4H-1,2,4-triazole-3-thiol) could be synthesized by the condensation reaction between 1,2,4-triazole derivative and p-phenoxy benzaldehyde. The ligand and its complexes were characterized by various spectroscopic techniques such as FTIR, UV-visible, 1H and 13C-NMR, element analysis, molar conductance, and magnetic susceptibility test. The new ligand was exploited as a ligand to coordinate with Co(II), Ni(II), and Cu(II) by a molar ratio of 1:2 (metal:ligand). The prepared complexes (C1, C2, and C3) were exposed to thermo-gravimetric analysis (TGA/DTG) under an inert atmosphere to investigate their thermal stability. The ligand (L) degradation was also investigated as a reference. The results indicated that the complexes proposed structures had an octahedral geometry.

Keywords


1,2,4-triazole; Schiff base; thermal analysis; metal complexes

Full Text:

Full Text PDF


References

[1] Al-Khazraji, A.M.A., and Al Hassani, R.A.M., 2020, Synthesis, characterization and spectroscopic study of new metal complexes form heterocyclic compounds for photostability study, Sys Rev Pharm., 11 (5), 535–555.

[2] Sumrra, S.H., Sahrish, I., Raza, M.A., Ahmad, Z., Zafar, M.N., Chohan, Z.H., Khalid, M., and Ahmed, S., 2020, Efficient synthesis, characterization, and in vitro bactericidal studies of unsymmetrically substituted triazole-derived Schiff base ligand and its transition metal complexes, Monatsh. Chem., 151 (4), 549–557.

[3] Bennion, J.C., McBain, A., Son, S.F., and Matzger, A.J., 2015, Design and synthesis of a series of nitrogen-rich energetic cocrystals of 5, 5′-dinitro-2H,2H-3,3′-bi-1,2,4-triazole (DNBT), Cryst. Growth Des., 15 (5), 2545–2549.

[4] Peng, Z., Wang, G., Zeng, Q.H., Li, Y., Wu, Y., Liu, H., Wang, J.J., and Zhao, Y., 2021, Synthesis, antioxidant and anti-tyrosinase activity of 1,2,4-triazole hydrazones as antibrowning agents, Food Chem., 341, 128265.

[5] Menteşe, E., Akyüz, G., Emirik, M., and Baltaş, N., 2019, Synthesis, in vitro urease inhibition and molecular docking studies of some novel quinazolin-4(3H)-one derivatives containing triazole, thiadiazole and thiosemicarbazide functionalities, Bioorg. Chem., 83, 289–296.

[6] Dalloul, H.M., El-nwairy, K., Shorafa, A.Z., and Samaha, A.A., 2017, Synthesis and biological activities of some new spiro 1,2,4-triazole derivatives having sulfonamide moiety, Org. Commun., 10 (4), 280–287.

[7] Jin, R., Wang, Y., Guo, H., Long, X., Li, J., Yue, S., Zhang, S., Zhang, G., Meng, Q., Wang, C., Yan, H., Tang, Y., and Zhou, S., 2020, Design, synthesis, biological activity, crystal structure and theoretical calculations of novel 1,2,4-triazole derivatives, J. Mol. Struct., 1202, 127234.

[8] Sahoo, P.K., Sharma, R., and Pattanayak, P., 2010, Synthesis and evaluation of 4-amino-5-phenyl-4H-[1,2,4]-triazole-3-thiol derivatives as antimicrobial agents, Med. Chem. Res., 19 (2), 127–135.

[9] Bader, A.T., Rasheed, N.A., Aljeboree, M., and Alkaiml, A.F., 2020, Synthesis, characterization of new 5-(4-nitrophenyl)-4-((4 phenoxybenzylidene) amino)-4H-1,2,4-triazole-3-thiol metal complexes and study of the antibacterial activity, J. Phys. Conf. Ser., 1664, 012100.

[10] Emam, S.M., Tolan, D.A., and El-Nahas, A.M., 2020, Synthesis, structural, spectroscopic, and thermal studies of some transition-metal complexes of a ligand containing the amino mercapto triazole moiety, Appl. Organomet. Chem., 34 (5), e5591.

[11] Venugopala, K.N., Kandeel, M., Pillay, M., Deb, P.K., Abdallah, H.H., Mahomoodally, M.F., and Chopra, D., 2020, Anti-tubercular properties of 4-amino-5-(4-fluoro-3-phenoxyphenyl)-4H-1,2,4-triazole-3-thiol and its Schiff bases: Computational input and molecular dynamics, Antibiotics, 9 (9), 559.

[12] Rapheal, P., Manoj, E., Kurup, M.R.P. and Fun, H.K., 2021, Nickel(II) complexes of N(4)-substituted thiosemicarbazones derived from pyridine-2-carbaldehyde: Crystal structures, spectral aspects and Hirshfeld surface analysis, J. Mol. Struct., 1237, 130362.

[13] Hamil, A., Khalifa, K.M., Almutaleb, A.A., and Nouradean, M.Q., 2020, Synthesis, characterization and antibacterial activity studies of some transition metal chelates of Mn(II), Ni(II) and Cu(II) with Schiff base derived from diacetylmonoxime with O-phenylenediamine, Adv. J. Chem. A, 3 (4), 524–533.

[14] Kargar, H., Torabi, V., Akbari, A., Behjatmanesh-Ardakani, R., Sahraei, A., and Tahir, M.N., 2020, Pd(II) and Ni(II) complexes containing an asymmetric Schiff base ligand: Synthesis, X-ray crystal structure, spectroscopic investigations and computational studies, J. Mol. Struct., 1205, 127642.

[15] Mahmoud, N.F., Abbas, A.A., and Mohamed, G.G., 2021, Synthesis, characterization, antimicrobial, and MOE evaluation of nano 1,2,4‐triazole‐based Schiff base ligand with some d‐block metal ions, Appl. Organomet. Chem., 35 (6), e6219.

[16] Silverstein, R., Webster, F.X., and Kiemle, D., 2005, Spectrometric Identification of Organic Compounds, 7th Ed., John Wiley & Sons, Inc., Hoboken, New Jersey, USA.

[17] Amer, S., El-Wakiel, N., and El-Ghamry, H., 2013, Synthesis, spectral, antitumor and antimicrobial studies on Cu(II) complexes of purine and triazole Schiff base derivatives, J. Mol. Struct., 1049, 326–335.

[18] Magyari, J., Holló, B.B., Rodić, M.V., Jovanović, L.S., Szécsényi, K.M., Ferenc, W., Osypiuk, D., Mosolygó, T., Kincses, A., and Spengler, G., 2020, Synthesis, characterization, thermal properties and biological activity of diazine-ring containing hydrazones and their metal complexes, J. Therm. Anal. Calorim., 2020, 1–14.

[19] Abid, M.N., Hafith, F.R., Musa, T.M., and Abbas, B.F., 2021, Synthesis, characterization and biological activity study of cobalt(II), nickel(II) and copper(II) complexes derived from mixed bidentate ligands of oxime and phenanthroline, Egypt. J. Chem., 64 (11), 6487–6492.

[20] Chaurasia, M., Tomar, D., and Chandra, S., 2019, Synthesis, spectral characterization, and DNA binding studies of Co(II), Ni(II), Cu(II) and Zn(II) complexes of Schiff base 2-((1H-1,2,4-triazol-3-ylimino)methyl)-5-methoxyphenol, J. Mol. Struct., 1179, 431–442.

[21] Gaber, M., El‐Ghamry, H.A., and Fathalla, S.K., 2020, Synthesis, structural identification, DNA interaction and biological studies of divalent Mn, Co and Ni chelates of 3‐amino‐5‐mercapto‐1,2,4‐triazole azo ligand, Appl. Organomet. Chem., 34 (8), e5678.



DOI: https://doi.org/10.22146/ijc.68859

Article Metrics

Abstract views : 4283 | views : 2486


Copyright (c) 2021 Indonesian Journal of Chemistry

Creative Commons License
This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

 


Indonesian Journal of Chemistry (ISSN 1411-9420 /e-ISSN 2460-1578) - Chemistry Department, Universitas Gadjah Mada, Indonesia.

Web
Analytics View The Statistics of Indones. J. Chem.