Synthesis of N-heteroarylamidines of 1,2,3-thiadiazole-4-carboxylic acid from 2-cyanothioacetamides and 5-azido-1-methyl-4-nitroimidazole

Author:

Belyaev Nikolay A.,Beryozkina Tetyana V.,Bakulev Vasiliy A.

Publisher

Springer Science and Business Media LLC

Subject

Organic Chemistry

Reference8 articles.

1. (а) Greenhill, J. V.; Lue, P. Progr. Med. Chem. 1993, 30, 203. (b) Beryozkina, T.; Bakulev, V.; Dianova, L.; Berseneva, V.; Slepukhin, P.; Leban, J.; Kalaba, P.; Aher, N. Y.; Ilic, M.; Sitte, H. H.; Lubec, G. Synthesis 2016, 48, 1046.

2. Lobanov, P. S.; Dar'in, D. V. Chem. Heterocycl. Compd. 2013, 49, 507. [Khim. Geterotsikl. Soedin. 2013, 546.]

3. (a) Saadeh, H. A.; Al-Qaoud, K. M.; Abu-Qatouseh, L. F.; Shihab, P. A.; Kaur, H.; Goyal, K.; Sehgal, R.; Mubarak, M. S. Med. Chem. Res. 2015, 24, 2247. (b) Duan, Y.-T.; Sang, Y.-L.; Makawana, J. A.; Teraiya, S. B.; Yao, Y.-F.; Tang, D.-J.; Tao, X.-X.; Zhu, H.-L. Eur. J. Med. Chem. 2014, 85, 341.

4. (а) L'Abbé, G. Bull. Soc. Chim. Belg. 1990, 99, 281. (b) Shafran, E. A.; Bakulev, V. A.; Rozin, Yu. A.; Shafran, Yu. M. Chem. Heterocycl. Compd. 2008, 44, 1040. [Khim. Geterotsikl. Soedin. 2008, 1295.] (c) Pannecouque, C.; Szafarowicz, B.; Volkova, N.; Bakulev, V.; Dehaen, W.; Mély, Y.; Daelemans, D. Antimicrob. Agents Chemother. 2010, 54, 1461. (d) Bakulev, V. A.; Dehaen, W. The Chemistry of 1,2,3-Thiadiazoles; John Wiley & Sons, Inc.: Hoboken, 2004. (e) Bakulev, V. A.; Tarasov, E. V.; Morzherin, Y. Y.; Luyten, I.; Toppet, S.; Dehaen, W. Tetrahedron 1998, 54, 850. (f) Bakulev, V. A.; Morzherin, Y. Y.; Lebedev, A. T.; Dankova, E. F.; Kolobov, M. Y.; Shafran, Y. M. Bull. Soc. Chim. Belg. 1993, 102, 493.

5. (a) Mignani, S.; Zhou, Y.; Lecourt, T.; Micouin, L. Top Heterocycl. Chem. 2012, 28, 185. (b) Dianova, L. N.; Berseneva, V. S.; El'tsov, O. S.; Fan, Z.-J.; Bakulev, V. A. Chem. Heterocycl. Compd. 2014, 50, 972. [Khim. Geterotsikl. Soedin. 2014, 1055.] (c) Bakulev, V. A.; Chiang, Y.; Kresge, A. J.; Meng, Q.; Morzherin, Y. Y.; Popik, V. V. J. Am. Chem. Soc. 2001, 123, 2681.

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