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February 28, 2026Журнал органической химии / Russian Journal of Organic Chemistry0 citations

Catalytic Rearrangement of Four Substituted Tetrahydropyridine

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FNF.N. Naghiyev

Key Points

  • The aim was to synthesize and analyze a new tetrahydropyridine compound and its rearrangement.
  • Synthesis of 5-acetyl-2-amino-4-(2-chloro-5-nitrophenyl)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3-carbonitrile
  • Catalytic rearrangement using ethylenediamine
  • Characterization using NMR spectroscopy
  • Structure determination through X-ray diffraction
  • A new compound was successfully synthesized through a reaction involving malononitrile and aniline.
  • A second tetrahydropyridine compound was obtained via a catalytic rearrangement.
  • The structures of the synthesized compounds were confirmed using NMR spectroscopy and X-ray diffraction analysis.

Abstract

A new compound, 5-acetyl-2-amino-4-(2-chloro-5-nitrophenyl)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3-carbonitrile, was synthesized by the reaction of 2-chloro-5-nitrobenzylidenemalononitrile with malononitrile and aniline. Subsequently, it was subjected to catalytic rearrangement in the presence of ethylenediamine and a second new compound, 4-(2-chloro-5-nitrophenyl)-6-oxo-2-(phenylamino)-1,4,5,6-tetrahydropyridine-3-carbonitrile, was obtained. The structure of the products was determined using NMR spectroscopy and X-ray diffraction analysis. A probable mechanism of the rearrangement reaction was proposed.

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Cite This Study

F.N. Naghiyev (2025) studied this question.

synapsesocial.com/papers/69a286370a974eb0d3c00f7ehttps://doi.org/10.7868/s3034630425060076
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