Synthesis, characterization and study some of physical properties of novel 1,3,4-oxadiazole derivatives

International Conference on Materials Engineering and Science

Alrazzak, Nour Abd^1

Department of Chemistry, College of Science for Women, University of Babylon, Post Box 4, Hilla, Iraq^1

关键词: 1 , 3 , 4-oxadiazole;    Benzyl chlorides;    Fluorescence properties;    Fluorescence technique;    Heterocyclic compound;    Oxadiazoles;    Synthesis procedure;    UVVis;   

Others  :  https://iopscience.iop.org/article/10.1088/1757-899X/454/1/012096/pdf
DOI  :  10.1088/1757-899X/454/1/012096

来源: IOP

【 摘 要 】

In this paper the synthesis of novel 1, 3, 4-oxadiazole derivatives in a good yield (78-86)%, starting with 1-((4-(5-mercapto-1,3,4-oxadiazol-2-yl)phenyl)diazenyl)naphthalen-2-ol [N1] was achieved successfully. The synthesis procedure started by reacting hydrazide derivative and carbon disulfide. Alkylation of thiol group of 1,3,4-oxadiazole [N1] by sonication using different alkyl halide [methyl iodide, allyl bromide, proprgyl chloride and benzyl chloride] gave compounds [N2-N5]. Another compound [N6] 1,1'-(((5,5'-(ethane-1,2-diylbis(sulfanediyl)) bis (1,3,4-oxadiazole-5,2-diyl))bis (4,1-phenylene))bis(diazene-2,1-diyl)) bis (naphthalen-2-ol) was prepared by the alkylation of 1,3,4- oxadiazole derivative with dibromoethane. The UV-Vis spectra of the prepared compounds N1-N5 showed red shifted absorption bands due to the effect of conjugation by the double bond of allyl group. Triple bond of proprgyl group, the aromatic double bond of benzyl group and the alkyl groups in N2-N5 compounds play an important role in changing the fluorescence properties of [N1]. The physical and the chemical properties of the novel prepared compounds N1-N6 were studied and they were characterized by 1H,13C NMR, FT-IR and Fluorescence techniques.