Modern Organic Chemistry Research

Download PDF (542.7 KB) PP. 139 - 158 Pub. Date: November 1, 2017

DOI: 10.22606/mocr.2017.24001

• G.Thirunarayanan^*
  Department of Chemistry, Annamalai University, Annamalainagar-608002, India
• K. G. Sekar^*
  
  Department of Chemistry, National College, Tiruchirappalli-620001, India

A series containing fourteen ¹N-acetyl-3-(4-β-methacrylate)-5-(substituted phenyl)-4, 5-dihydro-¹H-pyrazolines were synthesized by KF/Al₂O₃ catalyzed solvent-free condensation of ¹N-acetyl-3-(4-hydroxyphenyl)-5-(substituted phenyl)-4, 5-dihydro-¹H-pyrazolines and (E)-methyl-2-[2-(bromo methyl)-phenyl]-3-methoxyacrylate under microwave irradiation. The yields of the above ¹N-acetyl-3-(4-β-methacrylate)-5-(substituted phenyl)-4, 5-dihydro-¹H-pyrazolines were more than 90%.These pyrazolines were characterized by their physical constants, IR, NMR and Mass spectral data. The infrared spectral frequencies (ν, cm-1) and NMR chemical shifts (δ, ppm) of proton and carbonsof these pyrazolines were assigned and correlated with Hammett substituent constants, F and R parameters. From the results of statistical analyses, the effects of substituent on the above spectral data have been discussed.

Solvent-free synthesis, KF/Al₂O₃, β-methacrylate-¹N-acetylpyrazolines, IR spectra, NMRspectra, Hammett correlation.

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