Russian Chemical Bulletin

, Volume 54, Issue 8, pp 1982–1986 | Cite as

Reactions of β-aroylacrylic acids with N-nucleophiles

  • R. Dj. Khachikyan
  • N. V. Karamyan
  • H. A. Panosyan
  • M. H. Injikyan
Brief Communications


Reactions of NH2OH·HCl with β-aroylacrylic acids proceed ambiguously: a nucleophile attacks either the carbonyl group or the C=C bond. In the latter case, the resulting α-hydroxyl-amino derivative converts into enamine, probably via dehydration followed by isomerization. Addition of 1,2,4-triazole to the C=C bond of β-(p-toluyl)acrylic acid followed by refluxing of their adduct with 60% NH2NH2·H2O gave a dihydropyridazinone derivative.

Key words

β-aroylacrylic acids hydroxylamine hydrochloride carbonyl group double bond enamine oxime triazole 


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Copyright information

© Springer Science+Business Media, Inc. 2005

Authors and Affiliations

  • R. Dj. Khachikyan
    • 1
  • N. V. Karamyan
    • 1
  • H. A. Panosyan
    • 2
  • M. H. Injikyan
    • 1
  1. 1.Institute of Organic ChemistryNational Academy of SciencesYerevanRepublic of Armenia
  2. 2.Molecular Structure Research CenterYerevanRepublic of Armenia

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