International Journal of
Physical Sciences

  • Abbreviation: Int. J. Phys. Sci.
  • Language: English
  • ISSN: 1992-1950
  • DOI: 10.5897/IJPS
  • Start Year: 2006
  • Published Articles: 2572

Full Length Research Paper

Design, green synthesis and reactions of 2,3-dioxo-1,2,3,4-tetrahydroquinoxaline-6 sulfonohydrazide derivatives

Festus O. Taiwo
  • Festus O. Taiwo
  • Department of Chemistry, Obafemi Awolowo University, Ile-Ife, Nigeria.
  • Google Scholar
Craig A. Obafemi
  • Craig A. Obafemi
  • Department of Chemistry, Obafemi Awolowo University, Ile-Ife, Nigeria.
  • Google Scholar

  •  Received: 08 August 2016
  •  Accepted: 11 November 2016
  •  Published: 31 October 2021


2,3-Dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonohydrazide and its derivatives were synthesized and characterize by IR, 1H-NMR, 13C-NMR and mass spectrometry analytical methods. The 2,3-dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonyl hydrazide (compound 1), was synthesized from the reaction of o-phenylenediamine with oxalic acid to obtain quinoxaline-2,3-dione, which was subjected to chlorosulfonation with chlorosulfonic acid to give 2,3-dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonyl chloride. The 2,3-dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonyl chloride was reacted with hydrazine hydrate to afford 2,3-dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonyl hydrazide (compound 1). The quinoxaline-6-sulfonohydrazone derivatives were synthesized by reacting compound 1 with substituted benzaldehydes or aromatic ketones. The chemical structures of the compounds prepared were confirmed by spectral data. The synthetic methodology was efficient and environmentally friendly; this was due to the fact that the work-up stage was carried out in water.

Key words: 2,3-Dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonyl hydrazide, quinoxaline-2,3-dione, synthesis, substituted benzaldehydes, isatin, infrared, spectroscopy.