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Synthesis and some reactions of 4-(ethoxycarbonyl)-1,5-diphenyl-1H-pyrazole-3-carboxylic acid

✍ Scribed by Ahmet Şener; İshak Bildirici; İsrafil Tozlu; Hasan Genç; Kadir Arısoy

Publisher
Journal of Heterocyclic Chemistry
Year
2007
Tongue
English
Weight
382 KB
Volume
44
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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1,5‐Diphenyl‐1__H__‐pyrazole‐3,4‐dicarboxylic acid‐4‐ethyl ester 2, obtained from the 4‐ethoxycarbonyl‐5‐phenyl‐2,3‐furandione 1 and N‐benzylidene‐N′‐phenyl hydrazine, was converted via reactions of its acid chloride 3 with various alcohols or N‐nucleophiles into the corresponding ester 5 or amide derivatives 6, respectively. In addition, 2 was decarboxylated to give ethyl 1,5‐diphenylpyrazole‐4‐carboxylate 4. Nitrile 7 derivative of 2 was also obtained by dehydration of 6a in a mixture of SOCl~2~ and DMF. While cyclocondensation reaction of 2 with hydrazine hydrate leads to the formation of pyrazolo[3,4‐d]pyridazine‐4,7‐dione 8, the reaction of 3 with anhydrous hydrazine provided a new bis pyrazole derivative 9.

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