Molbank (May 2019)

(2<i>S</i>,5<i>R</i>)-2-Isopropyl-5-methylcyclohexanone Hydrazones

  • Mariia Nesterkina,
  • Dmytro Barbalat,
  • Ivan Zheltvay,
  • Ildar Rakipov,
  • Mehmet Atakay,
  • Bekir Salih,
  • Iryna Kravchenko

DOI
https://doi.org/10.3390/m1062
Journal volume & issue
Vol. 2019, no. 2
p. M1062

Abstract

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Hydrazones were obtained in 76−78% yield via condensation of (2S,5R)-2-isopropyl-5-methylcyclohexanone with 4-R-phenoxyacetic acid hydrazides in the presence of a catalytic amount of glacial acetic acid. The structure of the target compounds has been established by FTIR-ATR, Raman, 1H-NMR and 13C-NMR spectral analysis and EI/FAB/ESI mass spectrometry. Thermal properties of hydrazones 3a−3e were elucidated by differential scanning calorimetry (DSC) and their purity by HPLC coupled to mass spectrometry. Synthesized compounds were found to exist as Z/E geometrical isomers about C=N bond and cis/trans amide conformers.

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