Abstract
The acidic cyclization of disalicylamide gave 2-(o-hydroxyphenyl)- and 2-(o-acetoxyphenyl)-4-oxo-1,3-benzoxazinium perchlorates, by reaction of which with hydroxylamine, hydrazines, benzamidine, guanidines, and S-methylisothiourea bis(o-hydroxyphenyl)-1,2,4-oxadiazole, triazoles, and sym-triazines were synthesized. Mono- and bis (o-acetoxyphenyl) triazoles were obtained.
Similar content being viewed by others
Literature cited
H. J. Heller, Eur. Polym. J., Suppl., 105 (1969).
H. Brunetti, J. J. Peterli, and H. Heller, Swiss Patent No. 388252; Chem. Abstr., 63, 13484 (1965).
M. I. Knyazhanskii, P. V. Gilyanovskii, and O. A. Osipov, Khim. Geterotsikl. Soedin., No. 11, 1455 (1977).
G. N. Dorofeenko, Yu. I. Ryabukhin, S. B. Bulgarevich, V. V. Mezheritskii, and O. Yu. Ryabukhina, Zh. Org. Khim., 13, 2459 (1977).
S. B. Bulgarevich, T. A. Yusman, O. Yu. Ryabukhina, N. I. Dorokhova, Yu. I. Ryabukhin, G. N. Dorofeenko, and O. A. Osipov, Zh. Obshch. Khim., 6, 1412 (1981).
H. Brunetti and C. E. Lüthi, Helv. Chim. Acta, 55, 1566 (1972).
Yu. I. Ryabukhin, Master's Dissertation, Rostov-on-Don (1975).
O. Yu. Ryabukhina, Yu. I. Ryabukhin, B. S. Luk'yanov, and G. N. Dorofeenko, Khim. Geterotsikl. Soedin., No. 12, 1611 (1979).
I. E. Uflyand, L. N. Faleeva, B. D. Vysotskii, V. P. Kurbatov, Yu. I. Ryabukhin, and O. A. Osipov, Koord. Khim., 8, 494 (1982).
H. J. F. de Vries, Chem. Ber., 27, 1521 (1894).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 406–410, March, 1983.
Rights and permissions
About this article
Cite this article
Ryabukhin, Y.I., Faleeva, L.N. & Korobkova, V.G. Synthesis of bis(o-hydroxyphenyl)-1,3,5-triazines, 1,2,4-triazoles, and oxadiazole by recyclization of the o-hydroxyphenyl-4-oxo-1,3-benzoxazinium cation. Chem Heterocycl Compd 19, 332–336 (1983). https://doi.org/10.1007/BF00513273
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00513273