Please use this identifier to cite or link to this item: http://nopr.niscair.res.in/handle/123456789/6511
Title: Novel pyrazolopyrones from enol lactones
Authors: Siddiqui, Zeba N
Asad, Mohammad
Keywords: Triacetic acid lactone
4-hydroxycoumarin
5-chloro-3-methyl-1-phenylpyrazole-4-carboxaldehyde
5-az­i­do-3-methyl-1-phenylpyrazole-4-carboxaldehyde
pyrazo­lo­pyrones
Issue Date: Nov-2009
Publisher: CSIR
Abstract: The one pot and facile condensation reaction of 5-chloro-3-methyl-1-phenylpyrazole-4-carboxaldehyde <b style="">1, </b>5-azido-3-methyl-1-phenylpyrazole-4-carboxaldehyde<b style=""> 2</b> with triacetic acid lactone <b style="">3</b> and 4-hydroxycoumarin <b style="">4</b> affords isomeric pyrazolopyrones <i style="">viz.</i> 4-(4-hydroxy-6-methyl-2-oxo-2<i style="">H</i>-pyran-2-one-3-yl)-3,7-dime­th­yl-1-phenylpyrazolo­[3,4:2,3]-4<i style="">H</i>-pyrano [3,2-<i style="">b</i>]pyran-5-one <b style="">6</b>,<b style=""> </b>4-(4-hydroxy-6-methyl-2-oxo-2<i style="">H</i>-pyran-2-one-3-yl)-3,7-dimethyl -1-phenylpyrazolo[3,4:2,3]-4<i style="">H</i>-pyrano[3,2-<i style="">c</i>]pyran-5-one<b style=""> 7</b> and 4-(4-hydroxy-2-oxo-2<i style="">H</i>-1-benzopyran-2-one-3-yl)-3-methyl-1-phenyl­pyrazolo[3,4:2,3]-4<i style="">H</i>-pyrano[3,2-<i style="">b</i>]-1-benzopyran-5-one <b style="">8</b>, 4-(4-hydroxy-2-oxo-2<i style="">H</i>-1-benzopyran-2-one-3-yl)-3-methyl-1-phenyl­pyrazolo[3,4:2,3]-4<i style="">H</i>-pyrano[3,2-<i style="">c</i>]-1-benzopyran-5-one<b style=""> 9 </b>res­pecti­­vely. The condensation reaction which has led to the forma­tion of isomeric compounds is similar to Simonis conden­sa­tion reaction of oxoesters. The structures of all newly synthesized compounds have been determined by IR, <sup>1</sup>H NMR and mass spectral data.
Description: 1609-1613
URI: http://hdl.handle.net/123456789/6511
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.48B(11) [November 2009]

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