872988-43-7Relevant articles and documents
Expeditious solid-phase synthesis of pyrazoledicarboxylic acid derivatives by functionalization of resin-bound cyanoformate
Morelli, Carlo F.,Saladino, Alberto,Speranza, Giovanna,Manitto, Paolo
, p. 4621 - 4627 (2005)
Esterification of the Wang resin 5 with the monoamide of oxalic acid (oxamic acid, 7) followed by dehydration of the amide function furnishes the resin-bound cyanoformate 9, which can be elaborated by zinc-catalyzed reaction with β-keto esters. The obtained enamino keto diesters 10a-d react with hydrazines affording, after removal from the solid support, fully substituted pyrazoledicarboxylic acids 12a-n. Optimization of the above sequence and the solid-phase synthesis of a small test-library of 1,5-disubstituted pyrazole-3,4-dicarboxylic acid derivatives are described. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.
Synthesis and some reactions of 4-(ethoxycarbonyl)-1,5-diphenyl- 1H-pyrazole-3-carboxylic acid
Sener, Ahmet,Tozlu, Israfil,Genc, Hasan,Bildirici, Ishak,Arisoy, Kadir
, p. 1077 - 1081 (2008/09/17)
(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.