Abstract
The condensation of 3-amino-1,2,4-triazole with 2′-hydroxychalcones gives 7-aryl-5-(2-hydroxyphenyl)-4,7(6,7)-dihydro-1,2,4-triazolo[1,5-a]pyrimidines. Both tautomeric forms were isolated for a number of these compounds. PMR spectroscopy was used to show that the enamine form is predominant in DMSO in contrast to the case in CHCl3.
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S. M. Desenko, V. D. Orlov, V. V. Lipson, O. V. Shishkin, S. V. Lindeman, and Yu. T. Struchkov, Khim. Geterotsikl. Soedin., No. 11, 1539 (1991).
S. M. Desenko and V. D. Orlov, Khim. Geterotsikl. Soedin., No. 7, 1000 (1989).
A. L. Weis, Tetrahedron Lett., No. 4, 449 (1982).
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For Communication 3, see [1].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1353–1356, October, 1993.
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Desenko, S.M., Orlov, V.D., Getmanskii, N.V. et al. Imine-enamine tautomerization of dihydroazolopyrimidines 4. Synthesis and tautomerization of 5-(2-hydroxyphenyl)-dihydro-1,2,4-triazolo[1,5-a]pyrimidines. Chem Heterocycl Compd 29, 1160–1162 (1993). https://doi.org/10.1007/BF00538061
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DOI: https://doi.org/10.1007/BF00538061