Abstract
5-Substituted 2,6-dimethylpyrimidin-4(3H)-ones were synthesized, and their structure was proved by X-ray analysis. Their reactions with aromatic aldehydes regioselectively afforded (Z)-2-(2-arylethenyl)- pyrimidin-4(3H)-ones whose structure was determined by one- and two-dimensional (NOESY) 1H NMR and X-ray analysis.
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Brown, D.M. and Kon, G.A.R., J. Chem. Soc., 1948, p. 2147.
Hu, S., Yu, S., Chen, H., Ye, Y., and Ling, Y., Yiyao Gongye, 1985, vol. 16, no. 5, p. 210; Chem. Abstr., 1986, vol. 104, no. 109 565 e.
Nagarajan, S., Shanmugavelan, P., Sathishkumar, M., Selvi, R., Ponnuswamy, A., Harikrishnan, H., Shanmugaiah, V., and Murugael, S., Bioorg. Med. Chem. Lett., 2014, vol. 24, no. 21, p. 4999.
Sviripa, V.M., Zhang, W., Balia, A.G., Tsodikov, O.V., Nickell, J.R., Gizard, F., Yu, T., Lee, E.Y., Dwoskin, L.P., Liu, C., and Watt, D.S., J. Med. Chem., 2014, vol. 57, no. 14, p. 6083.
Boländer, A., Kieser, D., Voßs, C., Bauer, S., Schön, S., Burgold, S., Bittner, T., Hölzer, J., Heyny von Haußen, R., Mall, G., Goetschy, V., Czech, C., Knust, H., Berger, R., Herms, J., Hilger, I., and Schmidt, B., J. Med. Chem., 2012, vol. 55, no. 21, p. 9170.
Labib, A.A. Asia Oceania J. Nucl. Med. Biol., 2013, vol. 1, no. 1, p. 32.
Achelle, S., Barsella, A., Baudequin, C., Caro, B., and Robin-le Guen, F., J. Org. Chem., 2012, vol. 77, no. 8, p. 4087.
Achelle, S. and Robin-le Guen, F., Tetrahedron Lett., 2013, vol. 54, no. 33, p. 4491.
Brown, D.J., Evans, R.F., Cowden, W.B., and Fenn, M.D., The Pyrimidines, New York: Wiley, 1994, p. 452.
Hullar, T.L. and French, W.C., J. Med. Chem., 1969, vol. 12, p. 424.
Arutyunyan, A.A., Saakyan, A.G., Mamyan, S.S., and Melik-Ogandzhanyan, R.G., Khim. Zh. Arm., 2008, vol. 61, no. 1, p. 104.
Sheldrick, G.M., Acta Crystallogr., Sect. C, 2015, vol. 71, p. 3.
Becker, H.G.O., Organikum. Organisch-chemisches Grundpraktikum, Berlin: Wissenschaften, 1964, 3rd ed.
Aroyan, A.A. and Kramer, M.S., Khim. Zh. Arm., 1970, vol. 23, no. 1, p. 69.
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Original Russian Text © A.A. Harutyunyan, G.A. Panosyan, R.A. Tamazyan, A.G. Aivazyan, G.T. Gukasyan, G.G. Danagulyan, 2018, published in Zhurnal Organicheskoi Khimii, 2018, Vol. 54, No. 4, pp. 612–619.
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Harutyunyan, A.A., Panosyan, G.A., Tamazyan, R.A. et al. Substituted 2-(2-Arylethenyl]pyrimidin-4(3H)-ones: Synthesis and Structure. Russ J Org Chem 54, 614–621 (2018). https://doi.org/10.1134/S1070428018040164
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DOI: https://doi.org/10.1134/S1070428018040164