Structural Elucidation and Antimicrobial Evaluation of Novel [1,2,4]Triazolo[4,3‐a]pyrimidines and Pyrido[2,3‐d][1,2,4]triazolo[4,3‐a]pyrimidinones |
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| Authors: | Sobhi M. Gomha Amany M. G. Mohamed Yasser H. Zaki Mohamed M. Ewies Shaaban A. Elroby |
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| Affiliation: | 1. Department of Chemistry, Faculty of Science, Cairo University, Giza, EgyptE‐mail:;2. Department of Chemistry, Faculty of Science, Cairo University, Giza, Egypt;3. Department of Chemistry, Faculty of Science, Beni‐Suef University, Beni‐Suef, 62514 Egypt;4. Department of Chemistry, Faculty of Science and Humanity Studies at Al‐ Quwayiyah, Shaqra University, Al Quwayiyah, 11971 Saudi Arabia;5. Botany & Microbiology Department, Faculty of Science, Cairo University, Giza, 12613 Egypt;6. Chemistry Department, Faculty of Science, King Abdulaziz University, Jeddah, B.O. 208203 Saudi Arabia |
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| Abstract: | 1,3‐Di(thiophen‐2‐yl)prop‐2‐en‐1‐one ( 1 ) was utilized in the synthesis of 4,6‐di(thiophen‐2‐yl)‐3,4‐dihydropyrimidine‐2(1H)‐thione ( 2 ) and 5,7‐di(thiophen‐2‐yl)‐2‐thioxo‐2,3‐dihydropyrido[2,3‐d]pyrimidin‐4(1H)‐one ( 4 ). The latter thiones were used in the synthesis of two new series of [1,2,4]triazolo[4,3‐a]pyrimidines 10a – i and pyrido[2,3‐d][1,2,4]triazolo[4,3‐a]pyrimidinones 5a – i via reaction with the appropriate hydrazonoyl halides using triethylamine as a basic catalyst in dioxane. The mechanism of formation of the synthesized compounds was discussed, and the assigned structure was established via microanalysis, spectral data (infrared, 1H NMR, and Mass), and density functional calculations. Moreover, the newly synthesized products were evaluated for their antimicrobial activities, and the results show that some derivatives have been well with mild activities. Finally, quantum chemistry calculations confirmed the mechanism and structure of the products. |
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