Synthesis and some reactions of 4-(ethoxycarbonyl)-1,5-diphenyl- 1H-pyrazole-3-carboxylic acid
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2007
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Abstract
(Chemical Equation Presented) 1,5-Diphenyl-1H-pyrazole-3,4-dicarboxylic acid-4-ethyl ester 2, obtained from the 4-ethoxycarbonyl-5-phenyl-2,3-furandione 1 and N-benzylidene-N1-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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1,5 diphenyl 1h pyrazole 3,4 dicarboxylic acid 4 ethyl ester , 4 (ethoxycarbonyl) 1,5 diphenyl 1h pyrazole 3 carboxylic acid , 4 ethoxycarbonyl 5 phenyl 2,3 furandione , alcohol derivative , amide , carboxylic acid derivative , ester derivative , ethyl 1,5 diphenylpyrazole 4 carboxylate , hydrazine , n benzylidene n' phenylhydrazine , n,n dimethylformamide , nitrile , phenylhydrazine derivative , pyrazole derivative , pyrazolo[3,4 d]pyridazine 4,7 dione , pyrrole derivative , unclassified drug , article , chemical reaction , chemical structure , polymerization , reaction analysis , synthesis