Abstract
Several variants of the synthesis of esters of 1-N-substituted 4-amino-2-oxoquinoline-3-carboxylic acids have been studied, one of which is recommended as preparative.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
REFERENCES
I. V. Ukrainets, O. V. Gorokhova, and L. V. Sidorenko, Khim. Geterotsikl. Soedin., 1195 (2005).
R. W. Carling, P. D. Leeson, K. W. Moore, C. R. Moyes, M. Duncton, M. L. Hudson, R. Baker, A. C. Foster, S. Grinwood, J. A. Kemp, G. R. Marshall, M. D. Tricklebank, and K. L. Saywell, J. Med. Chem., 40, 754 (1997).
M. Rowley, J. J. Kulagowski, A. P. Watt, D. Rathbone, G. I. Stevenson, R. W. Carling, R. Baker, G. R. Marshall, J. A. Kemp, A. C. Foster, S. Grinwood, R. Hargreaves, C. Hurley, K. L. Saywell, M. D. Tricklebank, and P. D. Leeson, J. Med. Chem., 40, 4053 (1997).
I. V. Ukrainets, P. A. Bezuglyi, N. Skaif, O. V. Gorokhova, and L. V. Sidorenko, Zh. Org. Farm. Khim., 2, Part 1, (2004).
N. A. Jaradat, Dissertation for Candidate of Pharmaceutical Sciences, Kharkov (2000).
H. Gunther, NMR Spectroscopy: Basic Principles, Concepts, and Applications in Chemistry, John Wiley & Sons, Chichester (1995).
I. V. Ukrainets, O. V. Gorokhova, S. G. Taran, P. A. Bezuglyi, A. V. Turov, N. A. Marusenko, and O. A. Evtifeeva, Khim. Geterotsikl. Soedin., 958 (1994).
W. Stadlbauer and T. Kappe, Monatsh. Chem., 113, 751 (1982).
W. Stadlbauer and T. Kappe, Bull. Slov. Chem. Soc. (Vestn. Slov. Kem. Drus), 33, 271 (1986).
I. V. Ukrainets, E. A. Taran, O. V. Shishkin, O. V. Gorokhova, S. G. Taran, N. A. Dzharadat, and A. V. Turov, Khim. Geterotsikl. Soedin., 516 (2000).
I. V. Ukrainets, Dissertation for Doctor of Chemical Sciences, Kharkov (1992).
I. V. Ukrainets, S. G. Taran, O. V. Gorokhova, I. V. Gorlacheva, P. A. Bezuglyi, and A. V. Turov, Khim. Geterotsikl. Soedin., 1104 (1996).
P. A. Bezugly, I. V. Ukrainets, Skaif Nicola, O. V. Gorokhova, L. V. Sidorenko, Pharmacom, No. 3, 23 (2003).
P. Roschger, W. Fiala, and W. Stadlbauer, J. Heterocycl. Chem., 29, 225 (1992).
A. Marinetti, P. Hubert, and J.-P. Genet, Eur. J. Org. Chem., 1815 (2000).
P. Kowalski, Z. Majka, and T. Kowalska, Khim. Geterotsikl. Soedin., 845 (1998).
M. Pawlowski and M. Gorczyca, Pol. J. Chem., 55, 837 (1981).
N. M. Howarth, J. R. Malpass, and C. R. Smith, Tetrahedron, 54, 10899, (1998).
H. Suzuki, A. Tsukuda, M. Kondo, M. Aizawa, Y. Senoo, N. Megumi, W. Toshiko, Y. Yuusaku, and M. Yasuoki, Tetrahedron Lett., 36, 1671 (1995).
P. Q. Huang, X. Zheng, S. L. Wang, J. L. Ye, and L. R. Jin, Tetrahedron Asymmetry, 10, 3309 (1999).
M. K. H. Doll, A. Guggisberg, and M. Hesse, Helv. Chim. Acta, 79, 1379 (1996).
J. V. B. Kanth, C. K. Reddy, and M. Periasamy, Synth. Commun., 24, 313 (1994).
A. A. Haddach, A. Kelleman, and M. V. Deaton-Rewolinski, Tetrahedron Lett., 43, 399 (2002).
S. D. Bull, S. G. Davies, G. Fenton, A. W. Mulvaney, R. S. Prasad, and A. D. Smith, J. Chem. Soc., Chem. Commun., 337 (2000).
L. Cipolla, A. Palma, B. L. Ferla, and F. Nicotra, J. Chem. Soc., Perkin Trans. 1, 2161 (2002).
Author information
Authors and Affiliations
Additional information
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1355–1361, September, 2005.
Rights and permissions
About this article
Cite this article
Ukrainets, I.V., Sidorenko, L.V. & Gorokhova, O.V. 4-Hydroxyquinol-2-ones. 86. Synthesis of Methyl (Ethyl) Esters of 1-Substituted 4-Amino-2-oxoquinoline-3-carboxylic Acids. Chem Heterocycl Compd 41, 1151–1157 (2005). https://doi.org/10.1007/s10593-005-0295-0
Received:
Issue Date:
DOI: https://doi.org/10.1007/s10593-005-0295-0