Synthesis of 1-(2,4-Dinitrophenyl)-3,5-diphenyl-1H-pyrazol-4-ol via trans-1,3-Diphenyl-2,3-epoxy-1-propanone

Authors

  • Oluwaseyi B Ovonramwen Department of Chemistry, University of Benin, PMB 1154, Benin City, Nigeria

DOI:

https://doi.org/10.4314/tjs.v47i3.32

Keywords:

1-(2,4-dinitrophenyl)-3,5-diphenyl-1H-pyrazol-4-ol, trans-1,3-diphenyl-2,3-epoxy-1-propanone, synthesis, 2,4-dinitro phenylhydrazine

Abstract

The trans-1,3-diphenyl-2,3-epoxy-1-propanone was synthesized from benzaldehyde and 2-bromoacetophenone in 20 min which is more economical. The presence of ethanol and Br in 2-bromoacetophenone facilitated the reaction. The vicinal diaxial coupling constant of trans-1,3-diphenyl-2,3-epoxy-1-propanone was zero, an indication of trans configuration for a rigid 3-membered ring at ~90o dihedral angle. 1-(2,4-Dinitrophenyl)-3,5-diphenyl-1H-pyrazol-4-ol was synthesized from trans-1,3-diphenyl-2,3-epoxy-1-propanone and 2,4-dinitro phenylhydrazine in glacial CH3COOH to give 85.5% yield and characterized using FTIR, 1H, 13C NMR, DEPT 135 and MS spectra. The 1-(2,4-dinitrophenyl)-3,5-diphenyl-1H-pyrazol-4-ol can be exploited for unique biological activities and in the synthesis of synthetic fibers.

Keywords:    1-(2,4-dinitrophenyl)-3,5-diphenyl-1H-pyrazol-4-ol, trans-1,3-diphenyl-2,3-epoxy-1-propanone, synthesis, 2,4-dinitro phenylhydrazine.

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Published

2021-08-31

Issue

Vol. 47 No. 3 (2021)

Section

Articles

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