SYNTHETIC AND SPECTROMETRIC STUDIES OF SOME PYRAZOLONES

Abstract
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.