Russian Journal of General Chemistry

, Volume 89, Issue 2, pp 339–347 | Cite as

Pyrazole and Nicotinonitrile Derivatives Synthesized from Sulfa Drugs, and Their Antibacterial Activity

  • H. A. El-SayedEmail author
  • A. H. Moustafa
  • A. A. Fadda
  • K. E. Abd El-Rahman


Utility of sulfadiazine and sulfaguanidine in synthesis of new series of pyrazoles and 2-pyridones is described. Diazotization of sulfadiazine that results in formation of diazonium salt 2 followed by coupling of the latter with active methylene compounds leads to hydrazinyl derivatives 3a–3d. Heterocyclization of compounds 3a–3c with hydrazine derivatives gives to a series of pyrazole derivatives 4–6. Similarly, a series of pyrazole derivatives 12–14 is developed from sulfaguanidine. Condensation of hydrazinyl derivatives 3a–3c with cyanoacetamide in the presence of a catalytic amount of piperidine gives 2-oxonicotinonitriles 15a–15c. Tests of the new synthesized compounds against four pathogenic gram (+ve) and gram (−ve) bacteria demonstrate their activity higher than that of the standard Amoxicillin.


sulfa-drugs pyrazole derivatives 2-pyridone derivatives diazonium salts antimicrobial activity 


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Copyright information

© Pleiades Publishing, Ltd. 2019

Authors and Affiliations

  • H. A. El-Sayed
    • 1
    Email author
  • A. H. Moustafa
    • 1
  • A. A. Fadda
    • 2
  • K. E. Abd El-Rahman
    • 1
  1. 1.Department of Chemistry, Faculty of ScienceZagazig UniversityZagazigEgypt
  2. 2.Department of Chemistry, Faculty of ScienceMansoura UniversityMansouraEgypt

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