Under conventional and microwave methods, reactions of ethyl 2-((4-nitrophenyl)diazenyl)-3-oxobutanoate 2 with
nicotinohydrazide and thiosemicarbazide furnished the pyrazolone 5 and pyrimidine 7 derivatives, respectively. Treatment of
compound 7 with acetic anhydride, phenyl isothiocyanate, ethyl bromoacetate, and phenacyl bromide produced the corresponding
pyrimidine derivatives 8–11. Similarly, the reaction of 2-((4-nitrophenyl)diazenyl)malononitrile 3 with nicotinohydrazide and
thiosemicarbazide gave the corresponding pyrazole 12 and pyrimidine 14 derivatives, respectively. Also, the addition reaction of ethyl
2-cyano-2-((4-nitrophenyl)diazenyl)acetate 4 with 2-aminobenzohydrazide and nicotinohydrazide give the corresponding pyrazolone
derivatives 15 and 16, respectively. These entire novel scaffolds have been proved using elemental analysis, spectral data including IR,
1H-NMR in addition to mass spectra. These new scaffolds were screened for in vitro anticancer and antimicrobial activities. Most
analogs revealed excellent to good results.