Abstract
Treatment of N-aryl-8-hydrazinylpyrano[3,4-c]pyridine-5-carbonitriles with sodium nitrite in acetic acid afforded the corresponding 8-azido derivatives existing in solution as equilibrium mixtures with cyclic tetrazole tautomer whose fraction attains 48%. Lower solvent polarity and elevated temperature favor increased fraction of the azido tautomer.
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Original Russian Text © E.G. Paronikyan, Sh.Sh. Dashyan, N.S. Minasyan, G.M. Stepanyan, 2017, published in Zhurnal Organicheskoi Khimii, 2017, Vol. 53, No. 6, pp. 925–929.
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Paronikyan, E.G., Dashyan, S.S., Minasyan, N.S. et al. Azido–tetrazole tautomerism of pyrano[3,4-c]pyridine derivatives. Russ J Org Chem 53, 941–945 (2017). https://doi.org/10.1134/S1070428017060215
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DOI: https://doi.org/10.1134/S1070428017060215