A convenient synthesis of pyrandione derivatives using P-toluenesulfonic acid as catalyst under ultrasound irradiation

  • N Benosmane
  • B Boutemeur
  • S.M. Hamdi
  • M Hamdi
Keywords: Dehydroacetic acid, Schiff base, Condensation, Catalyst, Ultrasound irradiation, Tautomerism


A new series of 3,3'-{alkane-α,ω-diylbis[imino-eth-1-yl-1-ylidene]}bis(6-methyl-2H-pyran-2,4(3H)-dione) derivatives (3c-e) has been synthesized by the convenient ultrasound-mediated condensation of a diamine with dehydroacetic acid in the presence of a catalytic amount of p-toluenesulfonic acid. The structure of all synthesized compounds was elucidated by IR spectroscopy, 1H NMR spectroscopic spectra, elemental analysis, and mass spectroscopy. A tautomeric form for the derivatives species is also proposed.

Keywords: Dehydroacetic acid; Schiff base; Condensation; Catalyst; Ultrasound irradiation; Tautomerism


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eISSN: 1112-9867