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February 2, 20260 citationsOpen Access

Coupling Reactions of Aryldiazonium Salt. Part-Xiii: Cinnaoline Precursors Using Chemoselective Condensation of Substituted Diazonium Salt With Acetylacetone

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CSC. J. Patil1*, A. N. Dhake1, Anil H. Shinde2, Chunilal Pawara3, Balsing B. Valvi1, Lalsing R. Vasave1, Nandu R. Vasave1, Kalpesh S. Salve1

Key Points

  • This research aims to synthesize cinnoline precursors using aryldiazonium salts and evaluate their antibacterial properties.
  • Synthesized aryldiazonium salts and coupled them with acetylacetone.
  • Characterized the compounds using TLC, UV-Vis, FTIR, and 1H NMR techniques.
  • Evaluated the antibacterial activity of the final products against ciprofloxacin.
  • Synthesized compounds C-1 to C-6 as potential cinnoline precursors.
  • Measured antibacterial activity showed moderate efficacy compared to ciprofloxacin.

Abstract

The aryldiazonium salt, Ar-N2⊕ClΘ are highly reactive compounds. It was used as intermediate in different reactions. In this work we have synthesized the varied aryldiazonium salt and coupled with an Active Methylene Group (AMG) containing compound viz. Pentane-2,4-dione or Acetyl acetone(AA). The synthesized compounds were characterized using TLC, UV-Vis, FTIR and 1H NMR techniques to arrive at the designated structures of the products formed. The final products formed, C-1 to C-6, were potentially used as precursors for synthesis of cinnoline or derivatives thereof. These compounds were tested for the antibacterial activity showed moderate activity than ciprofloxacin.

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Cite This Study

C. J. Patil1*, A. N. Dhake1, Anil H. Shinde2, Chunilal Pawara3, Balsing B. Valvi1, Lalsing R. Vasave1, Nandu R. Vasave1, Kalpesh S. Salve1 (2026) studied this question.

synapsesocial.com/papers/6980feb9c1c9540dea8110cdhttps://doi.org/10.5281/zenodo.18426944
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