WATER BATH SONICATOR AS AN ECO-FRIENDLY TECHNIQUE FOR SYNTHESIS OF NEW DIHYDRAZIDE HYDRAZONE DERIVATIVES
Keywords:
Green chemistry, ultrasound, succinic dihydrazie, hydrazide hydrzone, tautomeric isomers
Abstract
In this study, the synthesis of a few dihydrazide hydrazone molecules (A1–A6) employing a green chemistry strategy was accomplished successfully using straightforward, environmentally friendly methods. In a water bath sonicator, succinic dihydrazide (1 equivalent) and a variety of aldehydes (2 equivalents) were combined to quickly and efficiently synthesize the necessary compounds. The synthesized compounds were looked into and verified using IR, 1H-NMR, and 13C-NMR as well as physical properties. It's interesting to note that NMR data revealed that each produced chemical had many tautomeric isomers through proton transfer, as well as asymmetric structures. Actually, it is anticipated that the resultant compounds will have a great ability to form complexes with heavy metals, making them valuable in a variety of significant domains
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References
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Abo-Bakr, A. (2013). Synthesis and evaluation of antimicrobial activity of some new heterocyclic compounds using succinic acid dihydrazide as a precursor. Int J Scient and Eng Res, 4, 1438-1445.
Alarfaji, S. S., Ali, I. H., Bani-Fwaz, M. Z., & Bedair, M. A. (2021). Synthesis and assessment of two malonyl dihydrazide derivatives as corrosion inhibitors for carbon steel in acidic media: experimental and theoretical studies. Molecules, 26(11), 3183.
Avila-Ortiz, C. G., & Juaristi, E. (2020). Novel methodologies for chemical activation in organic synthesis under solvent-free reaction conditions. Molecules, 25(16), 3579.
Bharathi, M., Indira, S., Vinoth, G., Mahalakshmi, T., Induja, E., & Shanmuga Bharathi, K. (2020). Green synthesis of benzimidazole derivatives under ultrasound irradiation using Cu-Schiff base complexes embedded over MCM-41 as efficient and reusable catalysts. Journal of Coordination Chemistry, 73(4), 653-670.
Che, X., Li, M., Zhang, C., Zhang, C., Wang, H., & Bai, B. (2017). Gelation behaviours and gel properties of a dihydrazide derivative. Journal of Molecular Liquids, 241, 811-816.
Cucinotta, C. S., Ruini, A., Catellani, A., & Stirling, A. (2006). Ab initio molecular dynamics study of the keto–enol tautomerism of acetone in solution. ChemPhysChem, 7(6), 1229-1234.
Economy, A. 12 Principles of Green Chemistry.
El-Saied, F. A., Shakdofa, M. M., Abdou, S., Abd-Elzaher, M. M., & Morsy, N. (2017). Coordination versatility of N2O4 polydentate hydrazonic ligand in Zn (II), Cu (II), Ni (II), Co (II), Mn (II) and Pd (II) complexes and antimicrobial evaluation. Beni-Suef University journal of basic and applied sciences, 6(4), 310-320.
Gharat, N. N., & Rathod, V. K. (2020). Ultrasound-assisted organic synthesis Green sustainable process for chemical and environmental engineering and science (pp. 1-41): Elsevier.
Han, A., Su, H., Xu, G., Khan, M. A., & Li, H. (2020). Synthesis, crystal structures, and luminescent properties of Zn (ii), Cd (ii), Eu (iii) complexes and detection of Fe (iii) ions based on a diacylhydrazone Schiff base. RSC advances, 10(39), 23372-23378.
Kenie, D. N., Satyanarayana, A., & Shyamala, P. (2015). Chemical Speciation Study of Ternary Complexes of Cu (II) with Succinic Acid Dihydrazide and Some Amino Acids in Aqueous Solution. Chem. Mater., 7(4), 93-102.
Lal, R., Chakraborty, M., Chanu, O., Choudhury, S., Borthakur, R., Copperfield, S., et al. (2010). Synthesis and characterization of heterobimetallic Ni (II)–Zn (II) complexes from bis (2-hydroxy-1-naphthaldehyde) succinoyldihydrazone. Journal of Coordination Chemistry, 63(7), 1239-1251.
Mohammed, S. J., Sheat, A. M., Abood, S. A., & Yahya, O. M. (2021). Using Microwave and ultrasound to prepare of substituted Bis-acyl hydrazone Derivatives. Egyptian Journal of Chemistry, 64(11), 6423-6427.
O’Neil, N. J., Scott, S., Relph, R., & Ponnusamy, E. (2020). Approaches to incorporating green chemistry and safety into laboratory culture. Journal of chemical education, 98(1), 84-91.
Pandya, P., Banerjee, S. K., Tiwari, R., & Chabra, G. (2010). Ultrasound: A Versatile Tool in Organic Synthesis. Research Journal of Pharmacy and Technology, 3(1), 13-16.
Patil, R., Bhoir, P., Deshpande, P., Wattamwar, T., Shirude, M., & Chaskar, P. (2013). Relevance of sonochemistry or ultrasound (US) as a proficient means for the synthesis of fused heterocycles. Ultrasonics sonochemistry, 20(6), 1327-1336.
Singh, V., Kaur, K. P., Khurana, A., & Kad, G. (1998). Ultrasound: a boon in the synthesis of organic compounds. Resonance, 3(9), 56-60.
Wale, T., Suryavanshi, S., Wavare, V., Phalke, P., & Sharmale, M. (2023). Review on Green Chemistry. Journal of Drug Delivery and Therapeutics, 13(7), 190-193.
Wu, Q., Wang, J.-Y., Han, D.-Q., & Yao, Z.-P. (2020). Recent advances in differentiation of isomers by ion mobility mass spectrometry. TrAC Trends in Analytical Chemistry, 124, 115801.
Yuan, K., Lv, L. L., Wang, X. F., & Zhu, Y. C. (2015). Organic Light Emitting Properties of the Functional Pyridine-Containing Diacylhydrazones. Advanced Materials Research, 1096, 392-396.
Zhang, C., Rheinwald, G., Lozan, V., Wu, B., Lassahn, P. G., Lang, H., et al. (2002). Structural study and solution integrity of dioxomolybdenum (VI) complexes with tridentate Schiff base and azole ligands. Zeitschrift für anorganische und allgemeine Chemie, 628(6), 1259-1268
Published
2023-10-01
How to Cite
AL-LAHIBI, A. M. A., AL-HADEDI, A. A. M., & AL-HAJJAR, M. A. N. (2023). WATER BATH SONICATOR AS AN ECO-FRIENDLY TECHNIQUE FOR SYNTHESIS OF NEW DIHYDRAZIDE HYDRAZONE DERIVATIVES. Journal of Duhok University, 26(2), 219-227. https://doi.org/10.26682/sjuod.2023.26.2.18
Section
Pure and Engineering Sciences
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