Copyright (c) 2013 AJC
This work is licensed under a Creative Commons Attribution 4.0 International License.
Synthesis of 7-Azidofurazano[3,4-b]tetrazolopyrazine and Isomer's Structure in Different Polarity Solvents
Corresponding Author(s) : Shao-Jun Qiu
Asian Journal of Chemistry,
Vol. 25 No. 9 (2013): Vol 25 Issue 9
Abstract
7-Azidofurazano[3,4-b]tetrazolopyrazine (FSZPA) was synthesized via methoxylation, nitration hydrazinolysis and azidation, using 2,6- dichloropyrazine as a starting material. The structures of 7-azidofurazano[3,4-b]tetrazolopyrazine and intermediates were identified by FTIR, NMR and elemental analysis. 15N and 13C NMR spectra showed three isomer forms resulting from the reversible opening and closing between asido and tetrazole depending on polarity of the solvents.
Keywords
Download Citation
Endnote/Zotero/Mendeley (RIS)BibTeX
- D.M. Badgujar, M.B. Talawar, S.N. Asthana and P.P.J. Mahulikar, J. Hazard. Mater., 151, 289 (2008).
- Z.X. Li and Q.S. Tang, Chin. J. Energ. Mater., 14, 77 (2006).
- R.W. Read, R.J. Spear and W.P. Norris, Aust. J. Chem., 36, 227 (1983).
- S. Guillou, F. Terrier, R. Goumont and G. Jacob, Tetrahedron, 65, 8891 (2009).
- W.P. Norris, US Patent 5039812 (1991).
- F.B. Luke, C.J. Hugh, P. Dharam, G.D. Wojciech and K. Brian, WO Patent 2008/70908 A1 (2008).
- J.W. Fisher, R.A. Nissan and C.K. Lowe-Ma, J. Heterocycl. Chem., 28, 1677 (1991).
- P.F. Pagoria and M.X. Zhang, US Patent 2010/267955 A1 (2010).
- N. Sato, K. Matsumoto, M. Takishima and K.J. Mochizuki, J. Chem. Soc., Perkin Trans., 58, 3167 (1997).
- P.F. Pagoria, G.S. Lee, A.R. Mitchell and R.D. Schmidt, Insensitive Munitions & Energetic Materials Technology Symposium, Bordeaux: Springer, p. 147 (2001).
- P. Laszlo and E. Polla, Tetrahedron Lett., 25, 3701 (1984).
- R. Calvino, V. Mortarini and A. Gasco, Eur. J. Med. Chem., 15, 485 (1980).
- M.H.V. Huynh, M.A. Hiskey, D.E. Chavez, D.L. Naud, and R.D. Gilardi, J. Am. Chem. Soc., 127, 12537 (2005).
- G. Doddi, G. Illuminati, P. Mencarelli and F.J. Stegel, J. Org. Chem., 41, 2824 (1976).
- R. Calvino, V. Mortarini, A. Gasco, A. Sanfilippo and M.L. Ricciardi, Eur. J. Med. Chem.-Chim. Ther., 15, 485 (1980).
References
D.M. Badgujar, M.B. Talawar, S.N. Asthana and P.P.J. Mahulikar, J. Hazard. Mater., 151, 289 (2008).
Z.X. Li and Q.S. Tang, Chin. J. Energ. Mater., 14, 77 (2006).
R.W. Read, R.J. Spear and W.P. Norris, Aust. J. Chem., 36, 227 (1983).
S. Guillou, F. Terrier, R. Goumont and G. Jacob, Tetrahedron, 65, 8891 (2009).
W.P. Norris, US Patent 5039812 (1991).
F.B. Luke, C.J. Hugh, P. Dharam, G.D. Wojciech and K. Brian, WO Patent 2008/70908 A1 (2008).
J.W. Fisher, R.A. Nissan and C.K. Lowe-Ma, J. Heterocycl. Chem., 28, 1677 (1991).
P.F. Pagoria and M.X. Zhang, US Patent 2010/267955 A1 (2010).
N. Sato, K. Matsumoto, M. Takishima and K.J. Mochizuki, J. Chem. Soc., Perkin Trans., 58, 3167 (1997).
P.F. Pagoria, G.S. Lee, A.R. Mitchell and R.D. Schmidt, Insensitive Munitions & Energetic Materials Technology Symposium, Bordeaux: Springer, p. 147 (2001).
P. Laszlo and E. Polla, Tetrahedron Lett., 25, 3701 (1984).
R. Calvino, V. Mortarini and A. Gasco, Eur. J. Med. Chem., 15, 485 (1980).
M.H.V. Huynh, M.A. Hiskey, D.E. Chavez, D.L. Naud, and R.D. Gilardi, J. Am. Chem. Soc., 127, 12537 (2005).
G. Doddi, G. Illuminati, P. Mencarelli and F.J. Stegel, J. Org. Chem., 41, 2824 (1976).
R. Calvino, V. Mortarini, A. Gasco, A. Sanfilippo and M.L. Ricciardi, Eur. J. Med. Chem.-Chim. Ther., 15, 485 (1980).