Paper
Synthesis and tautomeric studies of enamines from 1-(n-Hexyl)-3-methyl-2-pyrazolin-5-one
Published Apr 1, 2005 · J. Belmar, F. R. Pérez, J. Alderete
Journal of the Brazilian Chemical Society
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Abstract
1-(n-Hexyl)-3-methyl-2-pyrazolin-5-one was acylated with acid chlorides. Condensation of acyl derivatives with primary amines afforded enamines. According to the 1H and 13C NMR data, the acyl derivatives have mainly a 4-acylpyrazol-5-ol structure with intramolecular hydrogen bond, and the 4-aminomethylene derivatives exist predominantly in the enamine form stabilized by the same type of interaction.
Enamines from 1-(n-Hexyl)-3-methyl-2-pyrazolin-5-one can be synthesized with primary amines, resulting in mainly 4-acylpyrazol-5-ol structures with intramolecular hydrogen bond stabilization.
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