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New Synthetic Route of Five Furazan Derivatives
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(School of Chemical Engineering, Nanjing University of Science & Technology, Nanjing 210094, China) 

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    Abstract:

    The methods of synthesizing 3-(N-2, 4, 6-trinitrophenyl)-amino-4-nitrofurazan, 3-amino-4-(tetrazole-5-yl) furazan, azotetrazolylfurazan, 3-nitro-4-tetrazolylfurazan and 3-amino-4-(4-cyano-5-amino-1, 2, 3-triazol) furazan were improved. The condition of reaction was mild and the yield of target compounds was increased corresponsively. 3-(N-2, 4, 6-trinitrophenyl)-amino-4-nitrofurazan was synthesized by nucleophilic substitution reaction of 3-amino-4-nitrofurazan and 2, 4, 6-trinitro-chlorobenzene(picrylchloride). 3-Amino-4-(tetrazole-5-yl) furazan was obtained from cycloaddition of sodium azide and 3-amino-4-cyanofurazan. 3-Amino-4-(tetrazole-5-yl) furazan was treated with KMnO4 as azo coupling reagent or H2O2, sodium tungstate and methylsulfonic acid as oxidant to afford azotetrazolylfurazan or 3-nitro-4-tetrazolylfurazan, respectively. 3-Amino-4-(4-cyano-5-amino-1, 2, 3-triazol) furazan was prepared by cycloaddition from 3-amino-4-azidofurazan and malononitrile. The yield of these five compounds was 36.1%, 90.9%, 86.8%, 75.6% and 81.8% respectively. These compounds were characterized by 1H NMR, 13C NMR, IR and MS.

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高莉,杨红伟,伍波,等.五种呋咱衍生物的新法合成[J].含能材料,2013,21(2):226-229.
GAO Li, YANG Hong-wei, WU Bo, et al. New Synthetic Route of Five Furazan Derivatives[J]. Chinese Journal of Energetic Materials,2013,21(2):226-229.

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History
  • Received:July 01,2012
  • Revised:September 01,2012
  • Adopted:December 03,2012
  • Online: April 26,2013
  • Published: