The
2-(cyanomethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carbonitrile reacted with
phenyl isothiocyanate to afford the respective thioanilide derivative
that is a novel compound that has been unreported hitherto. The latter was used as a
precursor to synthesize several novel polyheterocyclic compounds
,
,
, and
. Treatment of the enamine derivative of compound
with each of hydrazine hydrate and
hydroxylamine hydrochloride yielded the tetraheterocyclic compounds
and
, respectively. The structures of all the newly synthesized compounds were confirmed on basis of their elemental, spectral data, and plausible mechanism has been postulated to account for their formation. X-ray crystallography was carried out as a further evidence for the structure of the isolated product
.