Abstract
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.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1923–1927, August, 2005.
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Khachikyan, R.D., Karamyan, N.V., Panosyan, H.A. et al. Reactions of β-aroylacrylic acids with N-nucleophiles. Russ Chem Bull 54, 1982–1986 (2005). https://doi.org/10.1007/s11172-006-0068-7
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DOI: https://doi.org/10.1007/s11172-006-0068-7