An unexpected direction of the reaction of hydrazino-1,3,5-triazines with formic acid. Synthesis of (4H-1,2,4-triazol-3-yl)guanidines

Author:

Bakharev Vladimir V.,Parfenov Victor E.,Ul’yankina Irina V.,Zavodskaya Anna V.,Gidaspov Alexander A.,Slepukhin Pavel A.

Publisher

Springer Science and Business Media LLC

Subject

Organic Chemistry

Reference10 articles.

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2. (a) Allen, C. F. H.; Beilfuss, H. R.; Burness, D. M.; Reynolds, G. A.; Tinker, J. F.; VanAllan, J. A. J. Org. Chem. 1959, 24, 787. (b) Allen, C. F. H.; Beilfuss, H. R.; Burness, D. M.; Reynolds, G. A.; Tinker, J. F.; VanAllan, J. A. J. Org. Chem. 1959, 24, 793. (c) Shirakawa, K. J. Pharm. Soc. Jpn. 1959, 79, 903. (d) Makisumi, Y.; Kano, H. Chem. Pharm. Bull. 1959, 7, 907. (e) Paudler, W. W.; Helmick, L. S. J. Heterocycl. Chem. 1966, 3, 269.

3. Ashry, E. S. H. E.; Kilany, Y. E.; Rashed, N.; Assafir, H. Adv. Heterocycl. Chem. 1999, 75, 79.

4. Bakharev, V. V.; Parfenov, V. E.; Ul'yankina, I. V.; Zavodskaya, A. V.; Selezneva, E. V.; Gidaspov, A. A.; Eltsov, O. S.; Slepukhin, P. A. Tetrahedron 2014, 70, 6825.

5. (a) Rusinov, V. L.; Ulomskii, E. N.; Aleksandrov, G. G.; Parshin, V. E.; Chupakhin, O. N. Chem. Heterocycl. Compd. 1991, 27, 561. [Khim. Geterotsikl. Soedin. 1991, 700.] (b) Baig, G. U.; Stevens, M. F. G. J. Chem. Soc., Perkin Trans. 1 1987, 665. (c) Kappe, T.; Roschger, P.; Färber, G. J. Heterocycl. Chem. 1993, 30, 1267. (d) Rusinov, V. L.; Ulomskii, E. N.; Kozhevnikov, D. N.; Chupakhin, O. N.; Aleksandrov, G. G. Russ. J. Org. Chem. 1996, 32, 738. [Zh. Org. Khim. 1996, 32, 770.] (e) Orihuela, S.; Sánchez, M. P.; Quirós, M.; Molina, J.; Faure, R. J. Mol. Struct. 1997, 415, 285. (f) Schroeter, G.; Finck, E. Chem. Ber. 1938, 71, 671.

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