Synthesis, Characterization and Study the Biological Activity of Some New Heterocyclic Compounds Derived from Terephthalic Acid

Subject Areas : Journal of Chemical Health Risks

Eman M. Hussain ¹ , Rajaa K. Baqir ² , Jumbad H. Tomma ³

1 - Department of Chemistry, College of Education for Pure Science (Ibn-Al Haitham), University of Baghdad, Baghdad, Iraq
2 - Department of Chemistry, College of Education for Pure Science (Ibn-Al Haitham), University of Baghdad, Baghdad, Iraq
3 - Department of Chemistry, College of Education for Pure Science (Ibn-Al Haitham), University of Baghdad, Baghdad, Iraq

Received: 2023-01-03 Accepted : 2023-02-21 Published : 2023-12-01

Keywords: Thiourea derivatives, Schiff bases, Terephthalic acid, imidazole, Acid hydrazide,

Abstract :

The organic compound imidazole has the chemical formula C3N2H4. Numerous significant biological compounds contain imidazole. The amino acid histidine is the most prevalent. The substituted imidazole derivatives have great potential for treating a variety of systemic fungi infections. Thiourea is an organosulfur compound with the formula SC(NH2)2. It is a reagent in organic synthesis. In this paper, some new imidazole and thiourea derivatives are synthesized, characterized, and studied for their biological activity. These new compounds were synthesized from the starting material terephthalic acid, which was transformed to corresponding ester [I] by the refluxing of diacid with methanol in the presence of H2SO4 as a catalyst, compound [I] condensation with hydrazine hydrate 80% to yielded acid hydrazide [II], which was refluxed with 2 moles of various aromatic aldehydes in the presence of few drops of glacial acetic acid as a catalyst to yielded Schiff bases . Refluxing of chosen derivative with acetyl chloride in dry benzene gave new acetyl compounds which were reacted with thiourea and anhydrous sodium carbonate with acetone as a solvent to give new thiourea derivatives . Compounds were used to synthesize new imidazole derivatives by the reaction of appropriate compound with 2 moles of benzoin in dry DMF under cyclization reaction. FTIR, 1HNMR, and mass spectroscopy are used to characterize the synthesized compounds.

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