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


Şener A., Tozlu İ., Genç H., Bildirici İ., Arisoy K.

Journal of Heterocyclic Chemistry, cilt.44, sa.5, ss.1077-1081, 2007 (SCI-Expanded, Scopus) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 44 Sayı: 5
  • Basım Tarihi: 2007
  • Doi Numarası: 10.1002/jhet.5570440516
  • Dergi Adı: Journal of Heterocyclic Chemistry
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1077-1081
  • Manisa Celal Bayar Üniversitesi Adresli: Evet

Özet

(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.