Facile Synthesis of Isoniazid Derivatives – 1-[2-(3-Aryl(Hetaryl)-1-Phenyl-1H-Pyrazol-4-yl)-5-(Pyridin-4-yl)-1,3,4-Oxadiazol-3(2H)-yl]Ethanones

A facile and efficient ultrasound-aided approach has afforded cyclization of isoniazid hydrazones into 2,5-bishetaryloxadiazolines at ambient temperature. Acetic anhydride helped in intramolecular oxidative cyclization along with N-acylation of oxadiazoline. The synthesized 1-[2-(1-phenyl-1H-pyrazol-4-yl)-5-(pyridin-4-yl)-1,3,4-oxadiazol-3(2H)-yl]ethanones were isolated in good yields, spectral data supported the proposed structures.

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Correspondence to Faryal Chaudhry or Munawar Ali Munawar.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2020, 56(5), 615–618

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Chaudhry, F., Munawar, M.A. & Khan, M.A. Facile Synthesis of Isoniazid Derivatives – 1-[2-(3-Aryl(Hetaryl)-1-Phenyl-1H-Pyrazol-4-yl)-5-(Pyridin-4-yl)-1,3,4-Oxadiazol-3(2H)-yl]Ethanones. Chem Heterocycl Comp 56, 615–618 (2020). https://doi.org/10.1007/s10593-020-02708-2

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Keywords

  • acylhydrazones
  • coumarins
  • hetaryloxadiazoles
  • isoniazid
  • ultrasonication