Jassim, J., Nejres, A., Atiyah, L., Ibrahim, H., Hameed, Z. (2024). Synthesis and Characterization of New 1,3,4-Oxadiazole Derivatives from Sulfathiazole. , 21(3), 128-135. doi: 10.33899/iraqij.p.2024.148824.1094
Jassim A. Jassim; Aws Maseer Nejres; Laith G. Atiyah; Hussein A. Ibrahim; Zeyad Adil Hameed. "Synthesis and Characterization of New 1,3,4-Oxadiazole Derivatives from Sulfathiazole". , 21, 3, 2024, 128-135. doi: 10.33899/iraqij.p.2024.148824.1094
Jassim, J., Nejres, A., Atiyah, L., Ibrahim, H., Hameed, Z. (2024). 'Synthesis and Characterization of New 1,3,4-Oxadiazole Derivatives from Sulfathiazole', , 21(3), pp. 128-135. doi: 10.33899/iraqij.p.2024.148824.1094
Jassim, J., Nejres, A., Atiyah, L., Ibrahim, H., Hameed, Z. Synthesis and Characterization of New 1,3,4-Oxadiazole Derivatives from Sulfathiazole. , 2024; 21(3): 128-135. doi: 10.33899/iraqij.p.2024.148824.1094

Synthesis and Characterization of New 1,3,4-Oxadiazole Derivatives from Sulfathiazole

Iraqi Journal of Pharmacy
Volume 21, Issue 3, September 2024, Pages 128-135    PDF (878.47 K)
Document Type: Research Paper
DOI: 10.33899/iraqij.p.2024.148824.1094
Authors
Jassim A. Jassim1; Aws Maseer Nejres2; Laith G. Atiyah3; Hussein A. Ibrahim4; Zeyad Adil Hameed* 5
1Nineveh Education Directorate, Iraqi Ministry of Education, Iraq
2Department of Pharmaceutical Chemistry, College of Pharmacy, University of Mosul, Mosul, Iraq
3Directorate of Agriculture Nineveh, Ministry of Agriculture, Iraq
4Ministry of Electricity, State Company of Electricity Production Northern Region, Iraq
5Department of Chemistry Sciences, School of Natural and Applied Sciences, Çankiri Karatekin University, Turkey
Abstract
Background: Oxadiazole are important heterocyclic compounds in organic chemistry. Methods: In this work, a series of new 1,3,4-oxadiazole moiety started from diazonium salt was synthesized. The latter (A1) was prepared form sulfathiazole compound by reacting it with sodium nitrite in an acidic medium. This was followed by its conversion to azide derivative through the reaction with sodium azide, resulting in the compound azide sulfathiazole (A2). The latter was utilized as a good starting material for the preparation of 1,2,3-triazole-4-carboxylic acid derivative (A3). The carboxylic acid moiety of which was converted to an ester derivative (A4) by reacting it with absolute ethanol in a concentrated sulfuric acid medium. The ester derivative was subsequently reacted with hydrazine hydrate to yield the hydrazide derivative (A5), which serves as the starting material for the preparation of oxadiazole compounds. The hydrazide (A5) reacts with the substituents benzoic acid under dry condition in the presence of POCl3 to obtain the compounds 1,3,4-oxadiazole derivatives (A6-A12). Conclusion: The target compounds were obtained and confirmed by conducting an analytical study using FT-IR spectrophotometer.
Keywords
Hydrazide; 1,3,4-Oxadiazole; Diazonium salt; Sulfathiazole; FT-IR spectrum
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