Synthesis and Characterization of 3,4,5‐Triamino‐1,2,4‐triazolium and 1‐Methyl‐3,4,5‐triamino‐1,2,4‐triazolium Iodides

作者: Chaza Darwich , Konstantin Karaghiosoff , Thomas M. Klapötke , Carles Miró Sabaté

DOI: 10.1002/ZAAC.200700306

关键词: Analytical chemistryPolymer chemistryIodideCharacterization (materials science)Crystal structureYield (chemistry)Infrared spectroscopyChemistryNuclear magnetic resonance spectroscopyRaman spectroscopy

摘要: 3,4,5-Triamino-1,2,4-triazolium iodide (1) was obtained in good yield and purity characterized using vibrational (IR, Raman) multinuclear NMR spectroscopy (1H, 13C, 15N), EA, MS, DSC, X-ray crystallography. The compound synthesized by two different methods rendering polymorphs (α β) as proved measurements, DSC. 1-Methyl-3,4,5-triamino-1,2,4-triazolium (2) reaction of guanazine with methyliodide fully the same techniques mentioned above. Both compounds showed to be suitable starting materials for synthesis guanazinium salts energetic interest.

参考文章(10)
Angela Altomare, Maria Cristina Burla, Mercedes Camalli, Giovanni Luca Cascarano, Carmelo Giacovazzo, Antonietta Guagliardi, Anna Grazia Giuseppina Moliterni, Giampiero Polidori, Riccardo Spagna, SIR97: a new tool for crystal structure determination and refinement Journal of Applied Crystallography. ,vol. 32, pp. 115- 119 ,(1999) , 10.1107/S0021889898007717
Konstantin Karaghiosoff, Thomas M. Klapötke, Peter Mayer, Holger Piotrowski, Kurt Polborn, Rodney L. Willer, Jan J. Weigand, N-nitroso- and N-nitraminotetrazoles. Journal of Organic Chemistry. ,vol. 71, pp. 1295- 1305 ,(2006) , 10.1021/JO0513820
Joel Bernstein, Raymond E. Davis, Liat Shimoni, Ning-Leh Chang, Patterns in Hydrogen Bonding: Functionality and Graph Set Analysis in Crystals Angewandte Chemie. ,vol. 34, pp. 1555- 1573 ,(1995) , 10.1002/ANIE.199515551
Manfred Friedrich, Juan Carlos Gálvez-Ruiz, Thomas M. Klapötke, Peter Mayer, Birgit Weber, Jan J. Weigand, BTA copper complexes. Inorganic Chemistry. ,vol. 44, pp. 8044- 8052 ,(2005) , 10.1021/IC050657R
Gregory W. Drake, Tommy W. Hawkins, Leslie A. Hall, Jerry A. Boatz, Adam J. Brand, Structural and Theoretical Investigation of 3,4,5-Triamino-1,2,4-Triazolium Salts Propellants, Explosives, Pyrotechnics. ,vol. 30, pp. 329- 337 ,(2004) , 10.1002/PREP.200500022
Håkan Emilsson, Synthesis of 3,4,5‐triamino‐4H‐1,2,4‐triazole (guanazine) and its 4‐arylideneamino derivatives Journal of Heterocyclic Chemistry. ,vol. 26, pp. 1077- 1081 ,(1989) , 10.1002/JHET.5570260431
Chaza Darwich, Thomas M. Klapötke, Jan M. Welch, Muhamed Suceska, Synthesis and Characterization of 3,4,5-Triamino-1,2,4-Triazolium 5-Nitrotetrazolate Propellants, Explosives, Pyrotechnics. ,vol. 32, pp. 235- 243 ,(2007) , 10.1002/PREP.200700025
Anton Hammerl, Michael A. Hiskey, Gerhard Holl, Thomas M. Klapötke, Kurt Polborn, Jörg Stierstorfer, Jan J. Weigand, Azidoformamidinium and Guanidinium 5,5‘-Azotetrazolate Salts Chemistry of Materials. ,vol. 17, pp. 3784- 3793 ,(2005) , 10.1021/CM050684F
Ralph G. Child, A new synthesis of 3,4,5‐triamino‐4H‐1,2,4‐triazole (guanazine) Journal of Heterocyclic Chemistry. ,vol. 2, pp. 98- 99 ,(1965) , 10.1002/JHET.5570020120
Joel Bernstein, Liat Shimoni, Raymond E. Davis, Ning-Leh Chang, Muster aus H-Brücken: ihre Funktionalität und ihre graphentheoretische Analyse in Kristallen Angewandte Chemie. ,vol. 107, pp. 1689- 1708 ,(1995) , 10.1002/ANGE.19951071505