Synthesis and Biologically Activity of Novel 2- Chloro -3-Formyl -1,5-Naphthyridine Chalcone Derivatives

Subject Areas : Journal of Chemical Health Risks

Alaa I. Ayoob ¹ , Ghufran Th. Sadeek ² , Mohanad Saleh ³

1 - New and Renewable Energies Department, College of Science, University of Mosul, Iraq
2 - Department of Chemistry, College of Education for Pure Science, University of Mosul, Iraq
3 - Department of Chemistry, College of Education for Pure Science, University of Mosul, Iraq

Received: 2021-09-01 Accepted : 2021-12-01 Published : 2022-01-01

Keywords: Chalcones, 1, 5-naphthyridine, Iodo chalcone, Dibromo chalcone,

Abstract :

A new and efficient procedure has been described for the synthesis of 2- chloro-1,5-Naphthyridine-3-carbaldehyde(1) from the condensation of N-(pyridine-3-yl) acetamide in presence of dimethylformamide and phosphorous oxychloride through Vilsmeir – Haack cyclization. The condensation of compound (1) with acetophenone, p-hydroxy acetophenone, pyridine-3-acetyl, furan-2-acetyl, and indole-2-acetyl in the presence of ethanolic sodium hydroxide through Claisen- Schmidt condensation give quinolinyl chalcones (2a-e) and it's further treated with dimethyl sulfoxide in the presence of iodine to obtained iodo chalcone compounds (3a-e). The smooth and selective bromination of chalcones (2a-e) affords dibromide compounds (4a-e). The structure of prepared compounds was identification by spectral and physical methods. Synthesized compounds (4a, 3e, 3b and 4e) give good biological activity from against Staphylococcus aureus and Staphylococcus epidermidis and moderate activity against Escherichia Coli and Proteus Vulgaris.

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