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Molecules 2005, 10(3), 559-571; doi:10.3390/10030559
Article

Experimental and Theoretical Studies on the Functionalization Reactions of 4-Benzoyl-1,5-Diphenyl-1H-Pyrazole-3-Carboxylic Acid and Acid Chloride with 2,3-Diaminopyridine

1, 2,*  and 1
1 Department of Chemistry, Erciyes University, 38039, Kayseri, Turkey 2 Department of Chemistry, Kocaeli University, 41300, Izmit, Turkey
* Author to whom correspondence should be addressed.
Received: 17 July 2004 / Revised: 28 December 2004 / Accepted: 4 January 2005 / Published: 31 March 2005
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Abstract

The 1H-pyrazole-3-carboxylic acid 2 was converted in good yield (69%) into the corresponding 1H-pyrazole-3-carboxamide 5 via reaction of the acid chloride 3 with 2,3- diaminopyridine (4). A different product, the 3H-imidazo[4,5-b] pyridine derivative 6, was formed from the reaction of 3 with 4 and base in benzene for 5 hours. The structures of the synthesized compounds were determined spectroscopically. The mechanism of the reaction between 3 and 4 was examined theoretically.
Keywords: furan-2; 3-dione; pyrazole-3-carboxylic acid; pyrazole-3-carboxylic acid chloride; imidazo [4; 5-b]pyridine; IR and NMR spectra; MO calculations. furan-2; 3-dione; pyrazole-3-carboxylic acid; pyrazole-3-carboxylic acid chloride; imidazo [4; 5-b]pyridine; IR and NMR spectra; MO calculations.
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Yıldırım, I.; Kandemirli, F.; Demir, E. Experimental and Theoretical Studies on the Functionalization Reactions of 4-Benzoyl-1,5-Diphenyl-1H-Pyrazole-3-Carboxylic Acid and Acid Chloride with 2,3-Diaminopyridine. Molecules 2005, 10, 559-571.

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