E. Korkusuz, İ. Yıldırım, S. Albayrak
May 1, 2013
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Journal
Journal of The Chinese Chemical Society
Abstract
The1H-pyrazole-3-carboxylicacid 1wasconvertedviareactionsofitsacidchloride 3withvariousasymmetrical disubstituted urea and alcohol derivatives into the corresponding novel 4-benzoyl-N-(N’,N’-dialkylcarbamyl)-1-(4-methoxyphenyl)-5-phenyl-1H-pyrazole-3-carboxamide 4a,b and alkyl 4-benzoyl1-(4-methoxyphenyl)-5-phenyl-1H-pyrazole-3-carboxylate 7a-c, respectively, in good yields (57%78%). Friedel-Crafts reactions of 3 with aromatic compouns for 15 min.-2 h led to the formation of the 4-3-diaroyl-1-(4-hydroxyphenyl)-5-phenyl-1H-pyrazoles 9a-c, 4-benzoyl-1-(4-methoxyphenyl)-3aroyl-5-phenyl-1H-pyrazoles 10a,b and than from the acylation reactions of 9a-c were obtained the 3,4-diaroyl-1-(4-acyloxyphenyl)-5-phenyl-1H-pyrazoles 13a-d. The structures of all new synthesized compounds were established by NMR experiments such as 1 H, and 13 C, as well as 2D COSYand IR spectroscopic data, and elemental analyses. All the compounds were evaluated for their antimicrobial activities (agar diffusion method) against eight bacteria and two yeasts.