Synthesis and biological activity of 2-chloro-3-formyl-1,8-naphthyridine chalcone derivative

Document Type : Original Article

Authors

1 New and Renewable Energies Department, College of Science, University of Mosul, Iraq

2 1Department of Biochemistry , College of Medicine, Mosul University, Mosul-Iraq

3 Department 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.

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Egyptian Journal of Chemistry
Volume 65, Issue 132 - Serial Number 13
Special Issue: Chemistry and Global Challenges (Part B)
December 2022
Pages 549-555

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History

  • Receive Date: 18 April 2022
  • Revise Date: 12 May 2022
  • Accept Date: 17 May 2022

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