Facile synthesis of new pyrazolo[4′,3′:5,6]pyrano[2,3-d]pyrimidin-5(1H)-ones via the tandem intramolecular Pinner–Dimroth rearrangement and their antibacterial evaluation
Some new 7-alkyl-4,6-dihydropyrazolo[4′,3′:5,6]pyrano[2,3- ]pyrimidin-5(1 )-ones were prepared through heterocyclization of 6-amino-1,4-dihydropyrano[2,3- ]pyrazole-5-carbonitriles with aliphatic carboxylic acids in the presence of phosphoryl chloride under reflux in high yields. The suggested mecha...
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Published in | Zeitschrift für Naturforschung. B, A journal of chemical sciences Vol. 74; no. 2; pp. 175 - 181 |
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Main Authors | , , , , |
Format | Journal Article |
Language | English |
Published |
BERLIN
De Gruyter
25.02.2019
Walter De Gruyter |
Subjects | |
Online Access | Get full text |
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Summary: | Some new 7-alkyl-4,6-dihydropyrazolo[4′,3′:5,6]pyrano[2,3-
]pyrimidin-5(1
)-ones were prepared through heterocyclization of 6-amino-1,4-dihydropyrano[2,3-
]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,
H NMR, and
C NMR spectral and microanalytical data and evaluated for their antibacterial activity against Gram-positive bacteria (
and
) and Gram-negative bacteria (
and
) using the disk diffusion method. |
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ISSN: | 0932-0776 1865-7117 |
DOI: | 10.1515/znb-2018-0166 |