Reaction of 2-hydroxyethylhydrazine with a trifluoromethyl-β-diketone: Study and structural characterization of a new 5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazole intermediate

Vanessa Montoya, Josefina Pons, Jordi García-Antón, Xavier Solans, Mercè Font-Bardia, Josep Ros

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Abstract

The reaction of the β-diketone 4,4,4-trifluoro-1-pyridin-2-yl-butane-1,3-dione and the monosubstituted hydrazine 2-hydroxyethylhydrazine has been investigated. Two products have been identified, 2-(2-hydroxyethyl)-3-pyridin-2-yl-5-trifluoromethyl-4,5-dihydropyrazole (P) and 2-(3-pyridin-2-yl-5-trifluoromethylpyrazol-1-yl)ethanol (L) in proportion 2:8, when the reaction was done at room temperature in ethanol for 15 h. The preparation of P as a pure product was performed in ethanol at 0 °C for 7 h. P has been characterized by 1H, 13C{1H} and 19F{1H} NMR spectroscopy and by other techniques as appropriate. © 2007 Elsevier B.V. All rights reserved.
Original languageEnglish
Pages (from-to)1007-1011
JournalJournal of Fluorine Chemistry
Volume128
Issue number9
DOIs
Publication statusPublished - 1 Sep 2007

Keywords

  • 5-Hydroxy-4,5-dihydropyrazole
  • 19 F NMR
  • Crystal structure
  • Pyrazole
  • Trifluoromethyl-β-diketone

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