Abstract
Alkaline hydrolysis of the ethyl ester of 4-(cyanoethoxycarbonylmethyl)-2-oxo-1,2-dihydroquinoline-3-carboxylic acid is accompanied by decarboxylation with loss of two molecules of CO2 and leads to 4-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylic acid.
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I. V. Ukrainets, E. V. Kolesnik, L. V. Sidorenko, O. V. Gorokhova, and A. V. Turov, Khim. Geterotsikl. Soedin., 874 (2006).
R. Mackie and D. Smith, Handbook of Organic Synthesis [Russian translation], Mir, Moscow (1985).
P. A. Bezuglyi, I. V. Ukrainets, N. Skaif, O. V. Gorokhova, and L. V. Sidorenko, Farmakom, No. 3, 23 (2003).
I. V. Ukrainets, L. V. Sidorenko, O. V. Gorokhova, and N. A. Jaradat, Khim. Geterotsikl. Soedin., 386 (2006).
I. V. Ukrainets, O. V. Gorokhova, S. G. Taran, P. A. Bezugly, A. V. Turov, N. A. Marusenko, and O. A. Evtifeeva, Khim. Geterotsikl. Soedin., 958 (1994).
I. V. Ukrainets, S. G. Taran, O. A. Evtifeeva, and A. V. Turov, Khim. Geterotsikl. Soedin., 1101 (1993).
I. V. Ukrainets, O. S. Prokopenko, L. V. Sidorenko, and O. V. Gorokhova, Farm. Zh., No. 3, 70 (2004).
I. V. Ukrainets, N. A. Jaradat, I. V. Gorlacheva, O. V. Gorokhova, L. V. Sidorenko, and A. V. Turov, Khim. Geterotsikl. Soedin., 207 (2000).
I. V. Ukrainets, O. V. Gorokhova, L. V. Sidorenko, V. B. Rybakov, and V. V. Chernyshev, Zh. Org. Farm. Khim., 1, Nos. 3–4, 45 (2003).
Yu. V. Zefirov and P. M. Zorkii, Usp. Khim., 58, 713 (1989).
H.-B. Burgi and J. D. Dunitz, Structure Correlation, Vol. 2, VCH, Weinheim (1994), p. 741.
I. V. Ukrainets, L. V. Sidorenko, O. V. Gorokhova, and N. A. Jaradat, Khim. Geterotsikl. Soedin., 542 (2006).
I. V. Ukrainets, S. G. Taran, O. V. Gorokhova, N. A. Marusenko, S. N. Kovalenko, A. V. Turov, N. I. Filimonova, and S. M. Ivkov, Khim. Geterotsikl. Soedin., 195 (1995).
G. M. Sheldrick, SHELXTL PLUS. PC Version. A System of Computer Programs for the Determination of Crystal Structure from X-Ray Diffraction Data. Rev. 5.1. (1998).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 887–893, June, 2006.
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Ukrainets, I.V., Sidorenko, L.V., Gorokhova, O.V. et al. 4-hydroxy-2-quinolones. 96. Synthesis and properties of 4-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylic acid. Chem Heterocycl Compd 42, 776–781 (2006). https://doi.org/10.1007/s10593-006-0160-9
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DOI: https://doi.org/10.1007/s10593-006-0160-9