Abstract
Refluxing 4-allyl-7-benzyl-5-methyl-1,2,4-triazolo[4,3-c]pyrimidine in an alcohol solution of sodium ethylate causes a Dimroth rearrangement together with a prototropic isomerization of the allyl fragment to give 7-benzyl-5-methyl-4-propenyl-1,2,4-triazolo[2,3-c]pyrimidine.
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G. G. Danagulyan, L. G. Saakyan, and M. G. Zalinyan, Khim. Geterotsikl. Soedin., No. 2, 225 (1992).
D. J. Brown, Mechanisms of Molecular Migrations, Vol. 1, J. Wiley, New York (1968), p. 209.
D. J. Brown and B. T. England, J. Chem. Soc. (C), No. 19, 1922 (1967).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1545–1547, November, 1993
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Danagulyan, G.G., Saakyan, L.G., Panosyan, G.A. et al. Unusual dimroth rearrangement of an allyl-1,2,4-triazolo[4,3-c]pyrimidine. Chem Heterocycl Compd 29, 1332–1334 (1993). https://doi.org/10.1007/BF00532035
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DOI: https://doi.org/10.1007/BF00532035