The reaction of cyanoacetylhydrazine with w-bromoacetophenone: Novel synthesis of 1,3,4-oxadiazine, pyridazine and coumarin derivatives

• RAFAT M MOHAREB ^[1] ; REHAB A IBRAHIM ^[1] ; JONATHAN Z HO ^[2]
  1. [1] Cairo University

     Cairo University

     Egipto

     
  2. [2] Merck& Co., Inc
• Localización: Journal of the Chilean Chemical Society (Boletín de la Sociedad Chilena de Química), ISSN-e 0717-6309, ISSN 0366-1644, Vol. 52, Nº. 1, 2007, págs. 1076-1081
• Idioma: inglés
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• Resumen

  • The reaction of cyanoacetylhydrazine with co-bromoacetophenone gave the condensation product p-Bromoacetophenone-a-cyanoacetylhydrazone (3). The latter product underwent ready cyclization to give the 1,3,4-oxadiazine derivative 4. The reactivities of either 3 or 4 towards some chemical reagents like cyanomethylene reagents, diazonium salts, aromatic aldehydes, phenylisothio-cyanate and elemental sulfur were studied to afford 17 newly producís for which the toxicity towards Fusarium oxysporum f. sp. Lycopersici and Helminthosporium oryzea was measured. Moreover their effect towards mycelial dry mass, sporulation and nucleic acid synthesis of Fusarium oxysporum f. sp. Lycopersici was measured