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Nitroazines. 12 Reaction of 6-nitroazolo[1,5-a]pyrimidines with acetonitriles

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Reaction of 6-nitroazolo[1,5-a]pyrimidines with cyanoacetamide, cyanoacetthioamide, or benzoylacetonitrile results in the conversion of the pyrimidine ring into a pyridine ring with the formation of 2-azolylamino-5-nitropyridines. Treatment of the latter with alcoholic sodium carbonate, or reaction of the azolopyrimidines with acetonitriles in an alkaline medium, affords 7-nitroazolo]1,5-a]pyrido[2,3-d]pyrimidines.

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See [1] for communication 11.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 256–291, February, 1991.

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Chupakhin, O.N., Rusinov, V.L., Tumashov, A.A. et al. Nitroazines. 12 Reaction of 6-nitroazolo[1,5-a]pyrimidines with acetonitriles. Chem Heterocycl Compd 27, 210–215 (1991). https://doi.org/10.1007/BF00476759

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  • DOI: https://doi.org/10.1007/BF00476759

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