Abstract
The reaction of 6-alkyl(aryl)thio-2,4-bis(trichloromethyl)-sym-triazines with ammonia and primary and secondary amines is studies. It is shown that, depending on the reaction conditions, the replacement of either one or both of the trichloromethyl groups takes place. 6-alkyl(aryl)thio-2,4-diamono-sym-triazines containing sterically hindered phenol groups are synthesized.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
V. I. Kelarev, V. N. Koshelev, G. V. Morozova, R. A. Karakhanov, and A. S. Remizov, Khim. Geterotsikl. Soedin., No. 2, 214 (1995).
O. V. Malova, T. P. Vishnyakova, I. A. Golubeva, V. I. Kelarev, and A. F. Lunin, Khim. Geterotsikl. Soedin., No. 12, 1678 (1984).
V. I. Kelarev, F. Yakh'ya Laauad, R. A. Karakhanov, A. F. Lunin, and V. A. Vinokurov, Khim. Geterotsikl. Soedin., No. 10, 1392 (1987).
V. I. Kelarev, F. Yakh'ya Laauad, R. A. Karakhanov, I. A. Golubeva, T. P. Vishnyakova, and O. V. Malova, Khim. Geterotsikl. Soedin., No. 5, 681 (1988).
V. I. Kelarev, A. S. Remizov, R. A. Karakhanov, Yu. N. Polivin, and D. Oïetaïo, Khim. Geterotsikl. Soedin., No. 10, 1395 (1992).
E. Kober, J. Org. Chem.,25, 1728 (1960).
A. Kreutzberger, Adv. Chem. Soc.,34, 208 (1962).
K. Wakabayashi, M. Tsunoda, and Y. Suzuki, J. Synth. Org. Chem. Jpn.,27, 868 (1968).
V. I. Kelarev, Dibi Ammar, and A. F. Lunin, Khim. Geterotsikl. Soedin., No. 11, 1557 (1985).
N. V. Alekseeva, K. F. Turchin, O. S. Anisimova, Yu. N. Sheinker, and L. N. Yakhontov, Khim. Geterotsikl. Soedin., No. 12, 1655 (1990).
A. I. Finkel'shtein and E. N. Boitsov, Usp. Khim.,31, 1496 (1962).
A. R. Katritzky (ed.), Physical Methods in the Chemistry of Heterocyclic Compounds [Russian translation], Mir, Moscow-Leningrad (1966), p. 594.
V. V. Ershov, G. A. Nikiforov, and A. A. Volod'kin, Sterically Hindered Phenols [in Rusian], Khimiya, Moscow (1972), p. 38.
T. N. Pliev, Dokl. Akad. Nauk USSR,176, 113 (1967).
A. I. Finkel'shtein, Opt. Spektroskop.,5, 264 (1958).
T. N. Pliev, Zh. Prirod. Soedin.,13, 124 (1970).
O. P. Shkurko, L. R. Roitman, and V. P. Mamaev, Zh. Org. Khim.,9, 1012 (1973).
P. Haque and S. Lilley, Appl. Spectroscopy,26, 309 (1972).
K. Wakabayashi, M. Tsunoda, and Y. Suzuki, Bull. Chem. Soc. Jpn.,42, 2931 (1969).
V. I. Kerlarev, V. N. Koshelev, N. V. Belov. O. V. Malova, and R. A. Karakhanov, Khim. Geterotsikl. Soedin., No. 2, 240 (1994).
E. Muller, H. B. Stegmann, and K. Sheffler, Ann.,645, 79 (1961).
V. I. Kerlarev, F. Yakh'ya Laauad, R. A. Karakhanov, A. F. Lunin, and O. V. Malova, Khim. Geterotsikl. Soedin., No. 1, 107 (1986).
W. Traube, Ber.,43, 3590 (1910).
W. Pearlman and C. Banks, J. Am. Chem. Soc.,70, 3726 (1948).
Soc. d'Etudes et de Recherches Techniques S. A, BDR Patent 2012541; Chem. Abstr.,73, 120680 (1970).
Additional information
I. M. Gubkin State Petroleum and Gas Academy, Moscow, 117917. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 224–231., Ferbruary, 1995. Original article submitted December 21, 1994.
Rights and permissions
About this article
Cite this article
Kelarev, V.I., Koshelev, V.N., Belov, N.V. et al. Synthesis and properties of derivatives ofsym-triazine. 16. Synthesis of amine and diamine derivatives ofsym-triazine containing sterically hindered phenol groups from 6-alkyl(aryl)thio-2,4-bis(trichloromethyl)-sym-triazine. Chem Heterocycl Compd 31, 195–201 (1995). https://doi.org/10.1007/BF01169679
Issue Date:
DOI: https://doi.org/10.1007/BF01169679