Reactions of cyclic oxalyl compounds, reaction of some furan-2,3-diones with various hydrazine derivatives

ILHAN I., AKCAMUR Y., Saripinar E., ASLAN E.

ASIAN JOURNAL OF CHEMISTRY, vol.15, no.3, pp.1373-1379, 2003 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 15 Issue: 3
  • Publication Date: 2003
  • Journal Name: ASIAN JOURNAL OF CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1373-1379
  • Erciyes University Affiliated: Yes

Abstract

Furan-2,3-diones (1a-c) react with various hydrazines (2a-d) in boiling benzene to yield the pyrazole-3-carboxylic acids (3a-c) and the 1,2-dihydropyridazine-3,4-diones (6a-d). The structures of all products were confirmed by elemental analysis, IR, H-1- and C-13-NMR spectroscopic measurements. Thermal decomposition of 4-benzoyl-1-(2,4-dinitrophenyl)-5-phenyl-1H-pyrazole-3-carboxylic acid (3b) leads to the formation of [1-(2,4-dinitrophenyl)-5-phenyl-1H-pyrazol-4-y1]phenylmethanone (5). The pyrazole-3-carboxylic acid chloride (4) was obtained from the reaction of 3a and thionyl chloride.