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

doi:10.3390/10030559

This article is

freely available
re-usable

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

Ismail Yıldırım¹, Fatma Kandemirli^2,* and Elif Demir¹

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; in revised form: 28 December 2004 / Accepted: 4 January 2005 / Published: 31 March 2005

Download PDF Full-Text [317 KB, uploaded 20 June 2008 16:49 CEST]

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.

Article Statistics

Click here to load and display the download statistics.

Cite This Article

MDPI and ACS Style

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.

AMA Style

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(3):559-571.

Chicago/Turabian Style

Yıldırım, Ismail; Kandemirli, Fatma; Demir, Elif. 2005. "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 10, no. 3: 559-571.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert