Abstract
Compounds were synthesized by reaction of 5-R-2-cyanofurans with thioglycolic acid, which, according to IR, PMR, and mass spectrometric data, exist in the form of two tautomers, 4-hydroxythiazole and thiazolin-4-one.
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Literature Cited
G. C. Barrett, Tetrahedron,36, 2023 (1980).
N. Suzuki and T. Goto, Agric. Biol. Chem. Jpn.,36, 2213 (1972); Chem. Abstr.,78, 71982 (1973).
R. Dahlbom, S. Gronowitz, and B. Mathisson, Acta Chem. Scand.,17, 2479 (1963).
G. D. Krapivin, A. Jurásek, J. Kovác, and V. G. Kulnevich, Collect. Czech. Chem. Commun.,49, 2285 (1984).
G. D. Krapivin, E. B. Usova, and V. G. Kul'nevich, Khim Geterotsikl. Soedin., No. 2, 272 (1985).
G. D. Krapivin, E. B. Usova, and V. G. Kul'nevich, Khim. Geterotsikl. Soedin., No. 8, 1038 (1985).
M. H. Elnaghdi, M. A. Khalifa, M. K. A. Ibraheim, and M. R. H. Elmoghayr, J. Heterocycl. Chem.,18, 887 (1981).
K. U. Sadek, A. E. Moorad, A. E. Abd-Elhafees, and M. H. Elnaghdi, Synthesis, No. 9, 739 (1983).
L. W. Reeves and W. G. Schneider, Can. J. Chem.,36, 793 (1983).
B. I. Ionin, B. A. Ershov, and A. I. Kol'tsov, NMR Spectroscopy in Organic Chemistry [in Russian], “Khimiya” Leningrad (1983), p. 175.
E. J. Corey, G. Slomp, S. Dev, S. Tobinaga, and E. R. Glazier, J. Am. Chem. Soc.,80, 1204 (1958).
M. I. Kabachnik, Zh. Vses. Khim. Ova.,7, 263 (1962).
T. A. Mastryukova, Yu. N. Sheinker, I. K. Kuznetsova, I. M. Peresleni, T. B. Sakharova, and M. I. Kabachnik, Zh. Obshch. Khim.,33, 3329 (1966).
Yu. A. Zhdanov and V. I. Minkin, Correlational Analysis in Organic Chemistry [in Russian], Izd. Rostovsk. Univ. (1966), p. 163.
R. I. Reed and W. K. Reed, J. Chem. Soc.,12, 5933 (1966).
K. Heyns, R. Stute, and H. Schermann, Tetrahedron,22, 2223 (1966).
M. Anteunis and M. Vandewall, Spectrochim. Acta,27A, 2119 (1974).
A. T. Lebedev, P. A. Sharbatyan, A. G. Kazaryan, T. P. Pokidova, V. G. Kartsev, and V. S. Petrosyan, Khim. Geterotsikl. Soedin., No. 1, 17 (1986).
I. Ya. Benshtein and Yu. L. Kaminskii, Spectrophotometric Analysis in Organic Chemistry [in Russian], Khimiya, Leningrad (1975), p. 141.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 404–409, March, 1987.
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Krapivin, G.D., Pavlov, P.A. & Kul'nevich, V.G. Synthesis and study of tautomeric properties of 2-(5-R-2-furyl)thiazolin-4-ones. Chem Heterocycl Compd 23, 340–345 (1987). https://doi.org/10.1007/BF00761997
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DOI: https://doi.org/10.1007/BF00761997