A method for the synthesis of 2-anilino-substituted pyrimidines via Dimroth-type ring transformation of 1,4,6-trisubstituted pyrimidine-2(1H)-thiones has been developed.
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J. Zimmermann, EP Pat. Appl. 0564409.
A. Fernandez, A. Sanguino, Z. Peng, A. Crespo, E. Ozturk, X. Zhang, S. Wang, W. Bornmann, and G. Lopez-Berestein, Cancer Res., 67, 4028 (2007).
B. J. Deadman, M. D. Hopkin, I. R. Baxendale, and S. V. Ley, Org. Biomol. Chem., 11, 1766 (2013).
A. Kompella, B. R. K. Adibhatla, P. R. Muddasani, S. Rachakonda, V. K. Gampa, and P. K. Dubey, Org. Process Res. Dev., 16, 1794 (2012).
H. Liu, W. Xia, Y. Luo, and W. Lu, Monatsh. Chem., 141, 907 (2010).
K. Skobridis, M. Kinigopoulou, V. Theodorou, E. Giannousi, A. Russell. R. Chauhan, R. Sala, N. Brownlow, S. Kiriakidis, J. Domin, A. G. Tzakos, and N. J. Dibb, Chem. Med. Chem., 5, 130 (2010).
C. Kashima, A. Katoh, Y. Yokota, and Y. Omote, Chem. Pharm. Bull., 29, 2516 (1981).
J. Nasielski, A. Standaert, and R. Nasielski-Hinkens, Synth. Commun., 21, 901 (1991).
C. Kashima and A. Katoh, J. Heterocycl. Chem., 17, 913 (1980).
A. Zylewska, W. Tejchman, M. J. Korohoda, and M. Zylewski, Heterocycles, 60, 2749 (2003).
S. R. Ram, K. P. Chary, and D. S. Iyengar, Synth. Commun., 30, 3511 (2000).
C. Kashima, A. Katoh, Y. Yokota, and Y. Omote, Chem. Pharm. Bull., 30, 1942 (1982).
H. Gruza, S. Mirek, A. Jezewski, and A. Wrzosek, WO Pat. Appl. 2010014022.
H. King and I. M. Tonkin, J. Chem. Soc., 1063 (1946).
R. R. Gupta, K. G. Ojha, and M. Kumar, J. Heterocycl. Chem., 17, 1325 (1980).
W. B. Mors, O. R. Gottlieb, and C. Djerassi, J. Am. Chem. Soc., 79, 4507 (1957).
C. Kashima, Y. Yamamoto, Y. Omote, T. Otsuka, and Y. Tsuda, Heterocycles, 4, 1387 (1976).
This work was supported by the European Regional Development Fund (ERDF) project No. 2DP/2.1.1.1.0/10/APIA/VIAA/065.
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*Dedicated to Prof. Jānis Stradiņš on the occasion of his 80th birthday.
Published in Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1788-1796, November, 2013.
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Muceniece, D., Kodolins, O. & Lusis, V. Synthesis of 2-Arylaminopyrimidines from 1,4,6-Trisubstituted Pyrimidine-2(1H)-Thiones*. Chem Heterocycl Comp 49, 1658–1666 (2014). https://doi.org/10.1007/s10593-014-1417-3
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DOI: https://doi.org/10.1007/s10593-014-1417-3