The starting compound 4-amino-3-methyl-1-phenyl-1H-thieno[2,3-c]pyrazole-
5-carboxamide (1), that has been previously synthesized according to the literature
procedure, underwent a reaction with the anhydride of phthalic acid
either in AcOH or DMF to give isoindolinylpyrazole-5-carboxamide 3 and
pyrazolothienopyrimidoisoindoledione 4, respectively. Also, it was subjected to
react with diethylmalonate followed by hydrazinolysis by hydrazine hydrate to
yield the pyrazolothienopyrimidinyl acetohydrazide 5. The carbohydrazide
derivative 5 was used as a key intermediate for the preparation of other new
heterocyclic systems containing pyrazolylacetyl pyrazolothienopyrimidines
and pyrazolothieno-pyrimidotriazepine compounds 6–11. The structures of
these new heterocycles have been characterized by using analytical and spectroscopic
analyses (IR, 1H-NMR, 13C-NMR and MS). Some derivatives of the
synthesized compounds exhibited remarkable antibacterial and antifungal
activities against many bacterial and fungal strains.