Abstract
We have studied the reaction of 2,5-dimethoxytetrahydrofuran with 4,6-disubstituted 2-amino-1,3,5-triazines with the aim of obtaining novel coupled polyheterocyclic systems with potential bioactivity. Reaction conditions were optimized. A series of novel 4,6-disubstituted 2-(1H-1-pyrrolyl)-sym-triazines was obtained. It was found that the product yields depended on the nature of the substituent in the 4 and 6 positions of the triazine ring and on the reaction conditions.
Similar content being viewed by others
References
S. N. Mikhailichenko, A. A. Chesnyuk, L. D. Konyushkin, S. I. Firgang, and V. N. Zaplishnyi, Khim. Geterotsikl. Soedin., 731 (2006). [Chem. Heterocycl. Comp., 42, 642 (2006)].
S. N. Mikhailichenko, A. A. Chesnyuk, S. I. Firgang, L. D. Konyushkin, and V. N. Zaplishnyi, Khim. Geterotsikl. Soedin., 1343 (2004). [Chem. Heterocycl. Comp., 40, 1162 (2004)].
S. N. Mikhailichenko, A. A. Chesnyuk, L. D. Konyushkin, and V. N. Zaplishnyi, Khim. Geterotsikl. Soedin., 1351 (2004). [Chem. Heterocycl. Comp., 40, 1169 (2004)].
J. K. Chakrabarti and D. E. Tupper, J. Heterocycl. Chem., 11, 417 (1974).
Y. Fang, D. Leysen, and H. C. J. Ouenheijm, Synth. Commun., 25, 1857 (1995).
Z. Brzozowski and F. Saczewski, Eur. J. Med. Chem. Chim. Ther., 37, 709 (2002).
G. M. Pogosyan, V. A. Ponkratov, and V. N. Zaplishnyi, Polytriazines [in Russian], Armenian SSR Academy of Sciences Publishing House, Yerevan (1987).
E. A. Kaigorodova, A. A. Osipova, V. K. Vasilin, L. D. Konyuskhin, and G. D. Krapivin, Khim. Geterotsikl. Soedin., 444 (2003). [Chem. Heterocycl. Comp., 39, 400 (2003)].
M. Yasutumo, K. Satoshi, and H. Yoji, J. Chem. Soc. Jpn. Chem. Ind. Chem., 396 (1990).
A. Gordon and R. Ford, The Chemist’s Companion, Wiley-Interscience Publishers, John Wiley and Sons, New York, London, Sydney, Toronto (1972).
S. N. Mikhailichenko, A. A. Chesnyuk, A. I. Suslov, A. I. Shkrebets, M. M. Yukhomenko, and V. N. Zaplishnyi, Izv. Vuzov. Khimiya, Khim. Tekhnologiya, 45, No. 4, 136 (2002).
S. N. Mikhailichenko, A. A. Chesnyuk, I. G. Dmitrieva, A. I. Suslov, N. S. Kotlyarov, and V. N. Zaplishnyi, Russian Fed. Pat. 2230066; Byul. Izobr., No. 16 (2004).
S. N. Mikhailichenko, A. A. Chesnyuk, I. G. Dmitrieva, N. S. Kotlyarov, and V. N. Zaplishnyi, Russian Fed. Pat. 2230065; Byul. Izobr., No. 16 (2004).
A. Weissberger, E. S. Proskauer, J. A. Riddick, and E. E. Toops, Organic Solvents, Interscience, New York (1955).
Author information
Authors and Affiliations
Corresponding author
Additional information
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 440–451, March, 2008.
Rights and permissions
About this article
Cite this article
Chesnyuk, A.A., Mikhailichenko, S.N., Zaplishnyi, V.N. et al. sym-triazines. 8. Synthesis and some reactions of 4,6-disubstituted 2-(1H-pyrrolyl)-1,3,5-triazines. Chem Heterocycl Comp 44, 339–348 (2008). https://doi.org/10.1007/s10593-008-0050-4
Received:
Revised:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10593-008-0050-4