Abstract
In this paper 1,3-dipolar cycloaddition reaction has been studied. An efficient synthesis of 4′-[3-methyl-5-thioxo-1H-1,2,4-triazol-4(5H)-yl]-2′,5′-diphenyl-2′,4′-dihydro spiro(indolin-3,3′[1,2,4]triazol)-2-one derivatives using triethylamine in MeCN at room temperature is reported. The structures of the obtained compounds were confirmed by means of elemental analysis, MS and spectral (IR, 1H, and 13C NMR) methods.
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Shawali, A.S. and Edrees, M.M., Arkivoc., 2006, pp. 292–365.
Shawali, A.S. and Albar, H.A., Can. J. Chem., 1986, vol. 64, pp. 871–875.
Shawali, A.S., Abdelkhalik, A.A., and Sayed, A.R., J. Chin. Chem. Soc., 2001, vol. 48, p. 693.
Shawali, A.S. and Parkanyi, C., J. Heterocyclic. Chem., 1980, vol. 17, pp. 833–854.
Shawali, A.S., Heterocycles., 1983, vol. 20, pp. 2239–2285.
Shawali, A.S., Chem. Rev., 1993, vol. 93, pp. 2731–2777.
Shawali, A.S. and Abdallah, M.A., Adv. Heterocycl. Chem., 1995, vol. 63, pp. 277–338.
Shawali, A.S. and Mosselhi, M.A.N., J. Heterocycl. Chem., 2003, vol. 40, pp. 725–746.
Bekircan, O., Kahveci, B., and Kucuk, M., Tur. J. Chem., 2006, vol. 30, pp. 29–40.
Kahveci, B., Bekircan, O., and Karaoglu, S.A., Indian. J. Chem., 2005, vol. 44B, pp. 2614–2617.
Singh, G.S., Singh, T., and Lakhan, R., Indian J. Chem., 1997, vol. 36B, pp. 951–954.
Kahveci, B., Molecules, 2005, vol. 10, pp. 376–382.
Escobar-Valderrama, J.L., Can. J. Chem., 1989, vol. 67(2), pp. 198–201.
Bekircan, O. and Bektas, H., Molecules., 2008, vol. 13, pp. 2126–2135.
Ashok, K. Sen., Noren, and Singh, R., J. Mol. Struc., 1998, vol. 470, pp. 61–69.
Ewiss, N.F., Bahajaj, A.A., and Elsherbini, E.A., J. Heterocycl. Chem., 1986, vol. 23, pp. 1451–1458.
Abdel-latif, E. and Metwally, M., Monatshefte fur chemie, 2007, vol. 138, pp. 771–776.
Kahveci, B. and Ikizler, A.A., Acta. Polon. Pharm-Drug. Res., 2000, vol. 57, pp. 119–122.
Wolf, M. and Masciffi, A.A., US Patent, 1965, 395.156; Chem. Abstr., 1988, vol. 69, 96504r.
Winters, G. and Mola, N.D., German Patent, 1975, DE2.442.667; Chem. Abstr., 1975, vol. 83, 28096.
Corent, M.J. and Thio, A.P., J. Med. Chem., 1976, vol. 19, p. 892.
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Bazian, A., Taheri, M. & Alavi, H. Synthesis of 4′-[3-methyl-5-thioxo-1H-1,2,4-triazol-4(5H)-yl]-2′,5′-diphenyl-2′,4′-dihydro spiro[indolin-3,3′[1,2,4]triazol]-2-one derivatives. Russ J Gen Chem 84, 586–592 (2014). https://doi.org/10.1134/S107036321403030X
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DOI: https://doi.org/10.1134/S107036321403030X