Abstract
Using the example of the reaction of 1,3,5-triazines simultaneously containing trichloromethyl and ethoxycarbonyl substituents with phenylhydrazine, it was shown that the presence of even one ester group leads to ring transformation. Depending on the number of the ester groups in the initial 1,3,5-triazine, the reaction products are either 1,2,4-triazole or 1,2,4-triazine derivatives.
Similar content being viewed by others
Literature Cited
N. V. Alekseeva, K. F. Turchin, O. S. Anisimova, Yu. N. Sheinker, and L. N. Yakhontov, Khim. Geterotsikl. Soedin., No. 11, 1529 (1989).
C. Grundmann, Y. Weisse, and S. Seide, Ann., 577, 77 (1952).
E. M. Smolin and L. Rapoport, The Chemistry of Heterocyclic Compounds. S-Triazines and Derivatives, New York-London (1959), p. 168.
C. Broche, J. Prakt. Chem., 50, 97 (1894).
N. D. Bondaryuk and A. A. Yashchinin, Zh. Org. Chem., 13, 954 (1977).
N. V. Alekseeva and L. N. Yakhontov, Zh. Org. Khim., 20, 893 (1984).
T. Hirata, N. B. Wood, and S. Driscoll, J. Chem. Soc., Perkin Trans. I, No. 11, 1209 (1973).
A. F. A. Shalaby, H. A. Daboun, and M. A. Abdel Aziz, Z. Naturforsch., 33B, 937 (1978).
P. E. Hansen, Progress in Nuclear Magnetic Resonance Spectroscopy, Vol. 14, Oxford (1981), p. 271.
R. Coupper, H. E. Noppel, and H. Shaefer, Angew. Chem., 19, 918 (1963).
Author information
Authors and Affiliations
Additional information
For Communication 8, see [1].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1655–1664, December, 1990.
Rights and permissions
About this article
Cite this article
Alekseeva, N.V., Turchin, K.F., Anisimova, O.S. et al. sym-triazine derivatives. 9. Reaction of sym-triazines containing trichloromethyl and ethoxycarbonyl groups with phenylhydrazine. Chem Heterocycl Compd 26, 1375–1383 (1990). https://doi.org/10.1007/BF00473967
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00473967