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Some new 7-alkyl-4,6-dihydropyrazolo[4′,3′:5,6]pyrano[2,3- d ]pyrimidin-5(1 H )-ones were prepared through heterocyclization of 6-amino-1,4-dihydropyrano[2,3- c ]pyrazole-5-carbonitriles with aliphatic carboxylic acids in the presence of phosphoryl chloride under reflux in high yields. The suggested mechanism involves a tandem intramolecular Pinner–Dimroth rearrangement. The products were characterized on the basis of FT-IR,  1 H NMR, and  13 C NMR spectral and microanalytical data and evaluated for their antibacterial activity against Gram-positive bacteria ( Staphylococcus aureus  and  Staphylococcus epidermidis ) and Gram-negative bacteria ( Escherichia coli  and  Pseudomonas aeruginosa ) using the disk diffusion method.

zeitschrift für naturforschung b

Facile synthesis of new pyrazolo[4′,3′:5,6]pyrano[2,3- d ]pyrimidin-5(1 H )-ones via the tandem intramolecular Pinner–Dimroth rearrangement and their antibacterial evaluation