Improved preparation of 3,7-dinitro-1,3,5,7-tetraazabicyclo[3,3,1] nonane (DPT) from urea

Journal of the Iranian Chemical Research

مقاله 8، دوره 3، شماره 2، اسفند 2010، صفحه 133-139   

نویسندگان

Ming Lu^* ؛ Xiaobing Liu,؛ Xiaoyu Yu

Chemical Engineering College, Nanjing University of Science and Technology, Nanjing 210094, China

چکیده

An improved and facile preparation of 3,7-dinitro-1,3,5,7-tetraazabicyclo [3,3,1] nonane
(DPT) has been developed starting from urea. In the procedure DPT was synthesized via
N,N’-dinitrourea (DNU) as intermediate and various operating parameters such as
temperature, pH and molar ratio of reagents have been optimized to give maximum yield of
the desired product. The low cost method is concise, operationally simple and offers high
purity and satisfactory yield of DPT.

کلیدواژه‌ها

3,7-dinitro-1,3,5,7-tetraazabicyclo[3,3,1]nonane (DPT)؛ Urea؛ Nitration؛ N,N’- dinitrourea (DNU)

مراجع

[1] S. Radhakrishnan, M.B. Talawar, S. Venugopalan, V.L. Narasimhan, J. Hazard. Mater. 152 (2008)
1317-1324.
[2] S. Radhakrisnan, K. Sunil Kumar, T. Soman, V.L. Narasimhan, J. Energ. Mater. 26 (2008) 102-114.
X. Liu & et al. / J. Iran. Chem. Res. 3 (2010) 133-139
139
[3] W.E. Bachmann, W.J. Horton, E.L. Jenner, N.W. Mac Naughton, L.B. Scot, J. Am. Chem. Soc. 73
(1951) 2769-2773.
[4] W.E. Bachmann, E.L. Jenner, J. Am. Chem. Soc. 73 (1951) 2773-2775.
[5] T.C. Castorina, F.S. Holahan, R.J. Graybush, J.V.R. Kaufman, S. Helf, J. Am. Chem. Soc. 82 (1960)
1617-1623.
[6] H.H. Richmond, G.S. Myers, G.F. Wright, J. Am. Chem. Soc. 70 (1948) 3659-3664.
[7] R.A. Strecker, N.J. Randolph, US Pat. (1982) 4338442.
[8] T.L. Davis, K.C. Blanchard, J. Am. Chem. Soc. 51 (1929) 1790-1801.
[9] A.C. Shead, Mikrochim. Acta. 5 (1967) 936-938.
[10] C. Ye, H. Gao, B. Twamley, J.M. Shreeve, New J. Chem. 32 (2008) 317-322.
[11] M. Syczewski, I. Cieslowska-Glinska, H. Boniuk, Propellants Explos. Pyrotech. 23 (1998) 155-158.
[12] A.A. Lobanova, R.R. Sataev, N.I. Popov, S.G. Il’yasov, Russ. J. Org. Chem. 36 (2000) 164-167.
[13] P. Goede, N. Wingborg, H. Bergman, N.V. Latypov, Propellants Explos. Pyrotech. 26 (2001) 17-20.
[14] G. Yong, T. Guo-Hong, J. Young-Hyuk, W. Ruihu, T. Brendan, A.P. Damon, J.M. Shreeve, Energy
Fuels 23 (2009) 4567-4574.
[15] S.G. Il’yasov, A.A. Lobanova, N.I. Popov, R.R. Sataev, Russ. J. Org. Chem. 38 (2002) 1739-1743.
[16] W.J. Chute, D.C. Downing, A.F. Mckay, G.S. Myers, G.F. Wright, Can. J. Research B 27 (1949)
218-223.
[17] A.A. Lobanova, S.G. Il’yasov, N.I. Popov, R.R. Sataev, Russ. J. Org. Chem. 38 (2002) 1-6.
[18] Z. Raszewski, M. Syczewski, Propellants Explos. Pyrotech. 24 (1999) 366-370.