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Abstract
A new series of Schiff bases of 3-(4-substituted benzylidene)-4-(substituted-1,3,4-thiadiazole-2-ylimino)pentane-2-one having various substituents of aryl attached to acetoacetone by Knovengel condensation and substituted 1,3,4-thiadiazole were synthesized by using solid supported tetrabutylammonium hydrogen sulfate in microwave irradiation. The synthesized Schiff bases have been evaluated by 1H NMR, elemental analysis, FTIR, mass spectroscopy. All Schiff bases have been screened for their antimicrobial activities. These compounds possess good result of antimicrobial studies.
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References
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References
Y.-F. Win, E. Yousif, S.-T. Ha and A. Majeed, Synthesis, Characterization and Preliminary in vitro Antibacterial Screening Activity of Metal Complexes Derivatives of 2-{[5-(4-Nitrophenyl)-1,3,4-thiadiazol-2-ylimino]methyl}phenol, Asian J. Chem., 25, 4203 (2013); https://doi.org/10.14233/ajchem.2013.13901
N. Raman and N. Pravin, DNA Fastening and Ripping Actions of Novel Knoevenagel Condensed Dicarboxylic Acid Complexes in Antitumor Journey, Eur. J. Med. Chem., 80, 57 (2014); https://doi.org/10.1016/j.ejmech.2014.04.032
P. Manju, P. Joshi and D. Kumar, Metal Complexes of Biological Active 2-Aminothiazole Derived Ligands, Russ. J. Coord. Chem., 40, 445 (2014); https://doi.org/10.1134/S1070328414070069
Z.H. Chohan and M. Hanif, Synthesis and Characterization of Biologically Active New Schiff Bases Containing 3-Functionalized 1,2,4-Triazoles and their Zinc(II) Complexes: Crystal Structure of 4-Bromo-2-[(E)-(1H-1,2,4-triazol-3-ylimino)methyl]phenol, Appl. Organomet. Chem., 25, 753 (2011); https://doi.org/10.1002/aoc.1833
Q. Zhang, J.-B. Zhang, L.-H. Cao, Y.-P. Li and D.-Z. Wang, Synthesis and Crystal Structure of Complexes Copper(II) and Silver(I) with 1,3,4-Thiadiazole-Based Ligands, J. Chin. Chem. Soc., 57(5A), 992 (2010); https://doi.org/10.1002/jccs.201000138
T.A. Alorini, A.N. Al-Hakimi, S. El-Sayed Saeed, E.H.L. Alhamzi and A.E.A.E. Albadri, Synthesis, Characterization, and Anticancer Activity of Some Metal Complexes with a New Schiff Base Ligand, Arab J. Chem., 15, 103559 (2021); https://doi.org/10.1016/j.arabjc.2021.103559
M. Wilson, Microbial Inhabitants of Humans: Their Ecology and Role in Health and Disease, Cambridge University Press: Cambridge, UK (2005).
P. Hermann, J. Kotek, V. Kubicek and I. Lukes, Gadolinium(III) Complexes as MRI Contrast Agents: Ligand Design and Properties of the Complexes, Dalton Trans., 23, 3027 (2008); https://doi.org/10.1039/b719704g
Y. Aoyama, T. Fujisawa, H. Toi and H. Ogoshi, Catalytic Reactions of Metalloporphyrins. 1. Catalytic Modification of Borane Reduction of Ketone with Rhodium(III) Porphyrin as Catalyst, J. Am. Chem. Soc., 108, 943 (1986); https://doi.org/10.1021/ja00265a017
S. Martens and A. Mithofer, Flavones and Flavone Synthases, Phytochemistry, 66, 2399 (2005); https://doi.org/10.1016/j.phytochem.2005.07.013
B. Sreenivasulu and J.J. Vittal, Hydrogen-Bonded Copper(II) and Nickel(II) Complexes and Coordination Polymeric Structures Containing Reduced Schiff Base Ligands, Inorg. Chim. Acta, 362, 2735 (2009); https://doi.org/10.1016/j.ica.2008.12.018
P. Patnaik, Handbook of Inorganic Chemical Compounds, McGraw-Hill, pp. 920-992 (2003).
P.R. Patel, B.T. Thaker and S. Zele, Preparation and Characterisation of Some Lanthanide Complexes involving a Heterocyclic b-Diketone, Indian J. Chem., 38B, 563 (1999).
S.M. Jadhav, V.A. Shelke, S.G. Shankarwar, A.S. Munde and T.K. Chondhekar, Synthesis, Spectral, Thermal, Potentiometric and Antimicrobial Studies of Transition Metal Complexes of Tridentate Ligand, J. Saudi Chem. Soc., 18, 27 (2014); https://doi.org/10.1016/j.jscs.2011.05.010