Synthesis of Bioactive Heterocycles from 6-amino-4-(2-chloro-5-nitrophenyl)-3-methyl-1,4-dihydropyrano[2,3-c] pyrazole-5-carbonitrile

Enaminonitrile derivative, 6-amino-4-(2-chloro-5-nitrophenyl)-3-methyl-1,4-dihydropyrano[2,3- c ]pyrazole-5-carbonitrile ( 1) was synthesized. This compound was utilized as a building block for the synthesis of new 3-methylpyrazolopyran moiety incorporated with different heterocycles involving pyrimidinone, oxazinone, and iminopyrimidine, in addition to novel derivatives including diacetyl derivative ( 5) , benzoyl derivative ( 6) , carbamodithioic acid ( 10) and urea derivative ( 13) . Spectral techniques, FT-IR, 1 H-NMR and mass spectroscopy and elemental analysis were used to characterize the synthesized compounds. Screening and evaluation of these products as antimicrobial agents showed that the derivatives 5 , 6 , 10 , and 13 possess a potent activity.