D. N. Kozhevnikov, N. N. Kataeva, V. L. Rusinov, O. N. Chupakhin, G. G. Alexandrov, “Transformations of 1,2,4-triazine 4-oxides to pyridazines and triazolo[4,3-<i>b</i>]pyridazines by the action of substituted acetonitriles”, Mendeleev Commun., 2005, Volume 15, Issue 1,Pages <nobr>31

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Transformations of 1,2,4-triazine 4-oxides to pyridazines and triazolo[4,3-b]pyridazines by the action of substituted acetonitriles

D. N. Kozhevnikov^a, N. N. Kataeva^a, V. L. Rusinov^a, O. N. Chupakhin^a, G. G. Alexandrov^b

^a Department of Organic Chemistry, Urals State Technical University, Ekaterinburg, Russian Federation
^b N.S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

Abstract: Two types of ring transformations of 1,2,4-triazine to pyridazine were found: 1,2,4-triazine 4-oxides bearing ortho-halophenyl in the 3-position react with phenylacetonitrile under basic conditions to form 3-(2-oxyphenyl)[1,2,4]triazolo[4,3-b]pyridazines, while the reactions of 3,6-diaryl-1,2,4-triazin 4-oxides with sodium ethyl cyanoacetate afforded 2-aminopyridazines.

Language: English

DOI: 10.1070/MC2005v015n01ABEH001987