Elaboration and Evaluation of Diverse Fused Pyrano[2,3-d]pyrimidinones: Synthesis, Characterization, and Antimicrobial Efficacy Assessment | ||||
| Egyptian Journal of Chemistry | ||||
| Volume 67, Issue 7, July 2024, Page 397-412 PDF (396.6 K) | ||||
| Document Type: Original Article | ||||
| DOI: 10.21608/ejchem.2023.245247.8808 | ||||
 View on SCiNiTO | ||||
| Authors | ||||
Asmaa Kamal Mourad   1; Fatehia Korany Mohammed1; Gamal Hassan Tammam1; Ahmed Yousef Soliman2; Shimaa Rabie Mohammed1
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| 1Department of Chemistry, Faculty of Science, Fayoum University, Fayoum-Egypt | ||||
| 2Department of Chemistry, Faculty of Science, Fayoum University, Fayoum- Egypt | ||||
| Abstract | ||||
| Herein, a facile metal-free approach for the annellation of a pyran ring to thiobarbituric acid was described, and pyrano[2,3-d]pyrimidine 2 was obtained in a good yield. Subsequently, the valuable bicyclic pyranopyrimidine derivative 2 was utilized as a versatile building block for constructing assorted and hitherto unreported heterocyclic compounds. The reactivity of various carbon and nitrogen nucleophiles toward pyranopyrimidine derivative 2 was thoroughly investigated, leading to the synthesis of novel heterocycles with promising antimicrobial activity. Comprehensive characterization of the proposed structures of the newly synthesized fused pyranopyrimidine derivatives was carried out using IR, 1H NMR, 13C NMR, MS, and elemental analysis. Finally, the developed heterocycles were assessed in vitro for their antibacterial activity against selected bacterial strains. Additionally, the relationship between activity and structure was discussed. The results revealed very promising antibacterial properties for the majority of the synthesized heterocycles, indicating their potential as effective antibacterial agents. | ||||
| Keywords | ||||
| Pyrano[2,3-d]pyrimidine; Thiobarbituric acid; Knoevenagel condensation; Dimroth rearrangement; Antimicrobial | ||||
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