Fourteen pyrazolones were synthesized from the corresponding mono or disubstituted cyanoacethydrazides or cyanoacetphenylhydrazides and evidence concerning their constitution was obtained from chemical reactions and ultraviolet absorption spectra determinations. A mixture of two tautomeric forms was obtained when 4-benzyl-3-amino-5-pyrazolone was prepared; it was converted to a single form by treatment with hydrochloric acid. The following compounds, as far as the authors are aware, have been prepared for the first time: 4-methyl-3-amino-5-pyrazolone, 4-methyl-2-phenyl-3-amino-5-pyrazolone, 4-ethyl-3-amino-5-pyrazolone, 4-ethyl-2-phenyl-3-amino-5-pyrazolone, 4-(2-phenoxyethyl)-3-amino-5-pyrazolone, 4-(2-phenoxyethyl)-2-phenyl-3-amino-5-pyrazolone, 4-(3-phenoxypropyl)-3-amino-5-pyrazolone, 4-(3-phenoxypropyl)-2-phenyl-3-amino-5-pyrazolone, 4-phenyl-3-amino-5-pyrazolone, 4-benzyl-3-amino-5-pyrazolone, 4-benzyl-2-phenyl-3-amino-5-pyrazolone, 4,4-dibenzyl-3-amino-5-pyrazolone, 4, 4-dibenzyl-2-phenyl-3-imino-5-pyrazolone, 4,4-(2,2-spiro-indanyl)-3-amino-5-pyrazolone.
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