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Synthesis and Structural Characterization of N-Amino Compounds
Corresponding Author(s) : Ya-Nan Li
Asian Journal of Chemistry,
Vol. 26 No. 21 (2014): Vol 26 Issue 21
Abstract
Seven N-amino compounds were successfully synthesized via N-amination reaction. The structures of target compounds and intermediates were characterized by 1H NMR, 13C NMR, IR, elementary analysis, MS and X-ray single-crystal diffraction analysis. The single crystals of 3,5-diamino-1,2,4-triazole and 3,5-dinitro-1,2,4-triazole were obtained. Crystal data of 3,5-diamino-1,2,4-triazole: C2H5N5, Mr = 99.11, Monoclinic, P2(1)/c, a = 10.652(4), b = 4.3411(14), c = 10.822(4) Å, a = 90(4), b = 118.714(4), g = 90°, V = 0.4389(2) nm3, Z = 4, Dc = 1.500 g cm-3, μ = 0.113 mm-1, F(000) = 208, R = 0.0354 and wR = 0.0936. Crystal data of 3,5-dinitro-1,2,4-triazole: C2H3N5O5, Mr = 177.09, Orthorhombic, P2(1)2(1)2(1), a = 4.937(3), b = 9.344(5), c = 140447(7) Å, a = 90, b = 90, g = 90°, V = 0.6665(6) nm3, Z = 4, Dc = 1.765 g cm-3, μ = 0.171 mm-1, F(000) = 360, R = 0.0555 and wR = 0.1772.
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- T.M. Klapötke, Struct. Bond., 125, 85 (2007); doi:10.1007/430_2007_057.
- R.P. Singh, H.X. Gao, D.T. Meshri and J.M. Shreeve, Struct. Bond., 125, 35 (2007); doi:10.1007/430_2006_055.
- Y.C. Li, C. Qi, S.H. Li, H.-J. Zhang, C.-H. Sun, Y.-Z. Yu and S.-P. Pang, J. Am. Chem. Soc., 132, 12172 (2010); doi:10.1021/ja103525v.
- V. Thottempudi, H.X. Gao and J.M. Shreeve, J. Am. Chem. Soc., 133, 6464 (2011); doi:10.1021/ja2013455.
- T.M. Klapötke and D.G. Piercey, Inorg. Chem., 50, 2732 (2011); doi:10.1021/ic200071q.
- Y.-L. Wang, F.-Q. Zhao, Y.-P. Ji, Q. Pan, J.-H. Yi, T. An, W. Wang, T. Yu and X.-M. Lu, J. Anal. Appl. Pyrolysis, 98, 231 (2012); doi:10.1016/j.jaap.2012.08.014.
- Y. Li, T. Tang, P. Lian, Y. Luo, W. Yang, Y. Wang, H. Li, Z. Zhang and B. Wang, Chinese J. Org. Chem., 32, 580 (2012); doi:10.6023/cjoc1108052.
- M.H.V. Huynh, M.A. Hiskey, E.L. Hartline, D.P. Montoya and R. Gilardi, Angew. Chem., 116, 5032 (2004); doi:10.1002/ange.200460366.
- S.H. Li, S.P. Pang, X.T. Li, Y.Z. Yu and X.Q. Zhao, Chin. Chem. Lett., 18, 1176 (2007); doi:10.1016/j.cclet.2007.08.018.
- J.C. Bottaro, R.J. Schmitt and P.E. Penwell, US Patent 5889161 (1999).
- D.E. Chavez, M.A. Hiskey and R.D. Gilardi, Angew. Chem., 112, 1861 (2000); doi:10.1002/(SICI)1521-3757(20000515)112:10<1861::AID-ANGE1861>3.0.CO;2-B.
- V.M. Vinogradov, I.L. Dalinger and S.A. Shevelev, Mendeleev Commun., 3, 111 (1993); doi:10.1070/MC1993v003n03ABEH000247.
- G.M. Sheldrick, SHELXTS-97, Program for Crystal Structure Solution, University of Göttingen, Germany (1997).
- G.M. Sheldrick, SHELXL-97, Program for Crystal Structure Refinement, University of Göttingen, Germany (1997).
References
T.M. Klapötke, Struct. Bond., 125, 85 (2007); doi:10.1007/430_2007_057.
R.P. Singh, H.X. Gao, D.T. Meshri and J.M. Shreeve, Struct. Bond., 125, 35 (2007); doi:10.1007/430_2006_055.
Y.C. Li, C. Qi, S.H. Li, H.-J. Zhang, C.-H. Sun, Y.-Z. Yu and S.-P. Pang, J. Am. Chem. Soc., 132, 12172 (2010); doi:10.1021/ja103525v.
V. Thottempudi, H.X. Gao and J.M. Shreeve, J. Am. Chem. Soc., 133, 6464 (2011); doi:10.1021/ja2013455.
T.M. Klapötke and D.G. Piercey, Inorg. Chem., 50, 2732 (2011); doi:10.1021/ic200071q.
Y.-L. Wang, F.-Q. Zhao, Y.-P. Ji, Q. Pan, J.-H. Yi, T. An, W. Wang, T. Yu and X.-M. Lu, J. Anal. Appl. Pyrolysis, 98, 231 (2012); doi:10.1016/j.jaap.2012.08.014.
Y. Li, T. Tang, P. Lian, Y. Luo, W. Yang, Y. Wang, H. Li, Z. Zhang and B. Wang, Chinese J. Org. Chem., 32, 580 (2012); doi:10.6023/cjoc1108052.
M.H.V. Huynh, M.A. Hiskey, E.L. Hartline, D.P. Montoya and R. Gilardi, Angew. Chem., 116, 5032 (2004); doi:10.1002/ange.200460366.
S.H. Li, S.P. Pang, X.T. Li, Y.Z. Yu and X.Q. Zhao, Chin. Chem. Lett., 18, 1176 (2007); doi:10.1016/j.cclet.2007.08.018.
J.C. Bottaro, R.J. Schmitt and P.E. Penwell, US Patent 5889161 (1999).
D.E. Chavez, M.A. Hiskey and R.D. Gilardi, Angew. Chem., 112, 1861 (2000); doi:10.1002/(SICI)1521-3757(20000515)112:10<1861::AID-ANGE1861>3.0.CO;2-B.
V.M. Vinogradov, I.L. Dalinger and S.A. Shevelev, Mendeleev Commun., 3, 111 (1993); doi:10.1070/MC1993v003n03ABEH000247.
G.M. Sheldrick, SHELXTS-97, Program for Crystal Structure Solution, University of Göttingen, Germany (1997).
G.M. Sheldrick, SHELXL-97, Program for Crystal Structure Refinement, University of Göttingen, Germany (1997).