Amination of 6-alkyl-2-chloromethyl-7-hydroxy-3-(4-methylthiazol-2-yl)-4H-chromen-4-ones by secon-dary cyclic amines gives the corresponding 2-dialkylaminomethyl derivatives.
Similar content being viewed by others
References
M. Tramontini, Synthesis, 703 (1973).
N. V. Gorbulenko, S. A. Kirpa, and V. P. Khilya, Khim. Geterotsikl. Soedin., 29 (1993). [Chem. Heterocycl. Compd., 29, 23 (1993)].
N. V. Gorbulenko, V. P. Khilya, N. V. Kolotusha, and N. V. Shevchenko, Dokl. Akad. Nauk UkrSSR, Ser. B, No. 11, 34 (1990).
V. P. Khilya, I. P. Kupchevskaya, A. L. Kazakov, T. M. Tkachuk, and G. M. Golubushina, Khim. Geterotsikl. Soedin., 321 (1982). [Chem. Heterocycl. Compd., 18, 240 (1982)].
N. V. Gorbulenko, M. S. Frasinyuk, and V. P. Khilya, Khim. Geterotsikl. Soedin., 464 (1994). [Chem. Heterocycl. Compd., 30, 405 (1994)].
M. S. Frasinyuk, N. V. Gorbulenko, and V. P. Khilya, Khim. Geterotsikl. Soedin., 1237 (1997). [Chem. Heterocycl. Compd., 33, 1078 (1997)].
T. V. Shokol, V. V. Semenyuchenko, and V. P. Khilya, Ukr. Khim. Zh., 73, 105 (2007).
N. Ito, H. Ogawara, and S. Watanabe, US Pat. Appl. 4841077.
M. Payard, G. Baziard-Mouysset, G. De Saqui-Sannes, B. Guardiola, D.-H. Caignard, P. Renard, and G. Adam, EP Pat. Appl. 0580503.
G. Mouysset, M. Payard, G. Grassy, P. Tronche, H. Dabire, P. Mouille, and H. Schmitt, Eur. J. Med. Chem., 22, 539 (1987).
G. Baziard-Mouysset, S. Younes, Y. Labssita, M. Payard, D.-H. Caignard, M.-C. Rettori, P. Renard, B. Pfeiffer, and B. Guardiola-Lemaitre, Eur. J. Med. Chem., 33, 339 (1998).
L. Costantino, F. Gandolfi, C. Sorbi, S. Franchini, O. Prezzavento, F. Vittorio, G. Ronsisvalle, A. Leonardi, E. Poggesi, and L. Brasili, J. Med. Chem., 48, 266 (2005).
V. P. Khilya, N. V. Gorbulenko, A. N. Chernov, V. N. Kovalev, A. N. Gulevskii, M. S. Luk'yanchikov, and S. A. Vasil'ev, RF Pat. 2066322; Byul. Izobr., No. 25, 175 (1996).
V. P. Khilya, A. L. Kazakov, G. M. Golubushina, V. N. Mel'nik, and T. M. Tkachuk, Khim.-Farm. Zh., 15, No. 11, 40 (1981).
V. P. Khilya, N. A. Yasnikova, A. L. Kazakov, and G. M. Golubushina, Ukr. Khim. Zh., 48, 765 (1982).
V. P. Khilya, L. G. Grishko, D. V. Vikhman, F. S. Babichev, and V. A. Dymovich, Khim.-Farm. Zh., 10, No. 8, 74 (1976).
V. P. Khilya, V. Szabo, L. G. Grishko, D. V. Vikhman, F. S. Babichev, and V. A. Dymovich, Khim. Geterotsikl. Soedin., 1030 (1975). [Chem. Heterocycl. Compd., 11, 898 (1975)].
R. P. Kapoor, V. P. Sharma, O. V. Singh, and C. P. Gard, Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem., 30B, 1152 (1991).
N. V. Gorbulenko, A. V. Turov, and V. P. Khilya, Khim. Geterotsikl. Soedin., 505 (1995). [Chem. Heterocycl. Compd., 31, 441 (1995)].
T. V. Shokol, N. V. Gorbulenko, and V. P. Khilya, Khim. Geterotsikl. Soedin., 1567 (2011). [Chem. Heterocycl. Compd., 47, 1298 (2011)].
Author information
Authors and Affiliations
Corresponding author
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1266–1271, August, 2012.
Rights and permissions
About this article
Cite this article
Shokol, T.V., Gorbulenko, N.V., Turov, A.V. et al. Synthesis of 6-alkyl-2-dialkylaminomethyl-7-hydroxy-3-(4-methylthiazol-2-yl)-4H-chromen-4-ones. Chem Heterocycl Comp 48, 1181–1186 (2012). https://doi.org/10.1007/s10593-012-1119-7
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10593-012-1119-7