Synthesis, crystal structures and tautomerism in novel oximes based on hydroxyalkylpyrazolones

…, P Díaz-Gallifa, J Pasán, C Ruiz-Pérez

Index: Belmar, Julio; Quezada, Jose; Jimenez, Claudio A.; Diaz-Gallifa, Pau; Pasan, Jorge; Ruiz-Perez, Catalina New Journal of Chemistry, 2013 , vol. 37, # 7 p. 2002 - 2010

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Abstract

Two novel hydroxyethyl pyrazolones were obtained by condensation of 2- hydroxyethylhydrazine with ethyl acetoacetate or ethyl benzoylacetate, later nitrosation of the C4 carbon atom in the heterocyclic moiety, afforded two novel oxime-derivatives. The 1H and 13C NMR data show that 1-(2-hydroxyethyl)-3-methyl-5-pyrazolone (1) is largely present together with a very small amount of the 5-one tautomer in DMSO-d6; in contrast, ...