Reaktionen mit cyclischen Oxalylverbindungen, XXIV. Zur Reaktion von 4-Benzoyl-5-phenyl-furan-2,3-dion mit Phenylhydrazonen bzw. Phenylhydrazin

Experimental and theoretical studies on the functionalization reactions of 4-benzoyl-1,5-diphenyl-1H-pyrazole-3-carboxylic acid and-acid chloride with various aminophenols

“…Our approach to obtaining the particular heterocyclic systems uses the synthesis of the 1H-pyrazole-3-carboxylic acid 1 from 4-benzoyl-5-phenyl-2,3-dihydro-2,3-furandione [1] and phenylhydrazine or phenylhydrazones, respectively [11,16]. The compound 1 can easily be transformed into the corresponding 1H-pyrazole-3-carboxylic acid chloride 2 by usual chemical procedures [12].…”

“…A convenient method for their synthesis, the mechanism of reactions, and semi-empirical (AM1 and PM3) and ab initio (DFT) calculations on the interaction of 4-benzoyl-5-phenyl-2,3-dihydro-2,3-furandione with several semicarbazones, ureas, thioureas and anilides have been reported recently [6][7][8][9][10]. The reaction of the furan-2,3-dione with various phenylhydrazones and phenylhydrazine leads to pyrazole-3-carboxylic acid and pyridazinones [11][12][13][14].…”

Amide derivatives with pyrazole carboxylic acids of 5-amino-1,3,4-thiadiazole 2-sulfonamide as new carbonic anhydrase inhibitors: Synthesis and investigation of inhibitory effects

“…The parent compound 5-amino-1,3,4-thiadiazole-2-sulfonamide 1 required for synthesis of inhibitors was produced by acid hydrolysis of 5-acetylamino-1,3,4-thiadiazole-2-sulfonamide 2.On the other hand pyrazole carboxylic acides were obtained from the hydrazine of 4,5-substitue-2,3-furandions (14 -17) which reactes with hydrazines such as benzaldehyte hydrazone as without solvent (Scheme -1) [21,22].…”

“…In this respect, in this study we studied the synthesis of new CA inhibitors with 5-substitued-1,3,4-thiadiazole and determined their effects on hCA-I and hCA-II purified from human erythrocytes. We investigated the role of the substituted pyrazole carboxylic acid derivatives which have antipyretic, analgesic and antiinflammatory effects, moiety attached to a 1,3,4-thiadiazole ring on CA inhibition [21,22].…”

Synthesis and antibacterial activity of 4-benzoyl-1-(4-carboxy-phenyl)-5-phenyl-1H-pyrazole-3-carboxylic acid and derivatives

“…Generally, pyrazolo [3,4-d]pyridazines exhibit good antimicrobial, anti-inflammatory, and analgesic activities (Tewari and Mishra, 2001). A simple, useful procedure in the preparation of pyrazole and pyrazolo-pyridazine derivatives is the nucleophilic addition of hydrazines to 4-acyl-furandiones in boiling benzene (Akçamur et al, 1986;Ş ener et al, 2002;Ş ener and Bildirici, 2004). However, it has been known that furandiones can undergo dissimilar reactions with the same reagent at different solvents and temperatures (Akçamur et al, 1986;Ott et al, 1987;Ziegler et al, 1973).…”