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Paper | Regular issue | Vol 78, No. 3, 2009, pp.699-706
Published online, 12th November, 2008
DOI: 10.3987/COM-08-11559
■ An Efficient Single Step Synthesis of Pyridazine, Pyrazolo[5,1-c]-1,2,4-triazine, 1,2,4-Triazolo[5,1-c]-1,2,4-triazine and 1,2,4-Triazino[4,3-a]benzimidazole Derivatives

Mohamed R. Shaaban, Tamer S. Saleh, and Ahmad M. Farag*

*Department of Chemistry, Faculty of Science, University of Cairo, Giza 12613, Egypt

Abstract

Coupling of E-1-(1-methylbenzimidazol-2-yl)-3-(N,N-dimethylamino)prop-2-enone (1) with the arenediazonium salt gave hydrazonopropanal 5 which underwent cyclocondensation with active methylene compounds to afford substituted pyridazin-6-imine 8 and 11. The enaminone 1 coupled also with the diazonium salts prepared from aminopyrazole, aminotriazole and 2-amino-1H-benzimidazole to afford pyrazolo[5,1-c]-[l,2,4]-triazine 15, 1,2,4-triazolo[5,1-c]-[1,2,4]-triazine 19, 1,2,4-triazino[4,3-a]benzimidazole 23 derivatives, respectively.