Synthesis and biological activity of 2-chloro-3-formyl-1,8-naphthyridine chalcone derivative | ||||
| Egyptian Journal of Chemistry | ||||
| Volume 65, Issue 132, December 2022, Page 549-555 PDF (863.33 K) | ||||
| Document Type: Original Article | ||||
| DOI: 10.21608/ejchem.2022.134661.5925 | ||||
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| Authors | ||||
Alaa Ayoob1; Omar Mohammed Yahya 2; Mohanad Y. Saleh  3
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| 1New and Renewable Energies Department, College of Science, University of Mosul, Iraq | ||||
| 21Department of Biochemistry , College of Medicine, Mosul University, Mosul-Iraq | ||||
| 3Department of Chemistry, College of Education for pure science, University of Mosul | ||||
| Abstract | ||||
| Anew and efficient method has been used to synthesis of 2-chloro-1,8-naphthyridine carbaldehyde(1) from reaction of N-(pyridine-2-yl) acetamide in the presence of dimethylformamide and phosphorous oxychloride through Vilsmeir-Haack cyclization. The reaction of compound (1) with acetophenone, p-hydroxy acetophenone, pyridine-3-acetyl, furan-2-acetyl and indole-2-acetyl with ethanolic sodium hydroxide through Claisen-Schmidt condensation yield chalcones (2a-e) and them treated with dimethyl sulfoxide in the presence of 1,2-crystal of iodine to give iodochalconces (3a-e). Bromination of these chalcones affords dibromide (4a-e). IR and 1HNMR are used to identified the structure of these compounds: compound (2b,3b,3e,4a,4c) showed moderate activity to both gram positive and gram negative bacteria. | ||||
| Keywords | ||||
| 1; 8-naphthyridine; α; β -unsaturated carbonyl compounds; iodochalcone; dibromo compounds | ||||
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