摘要
改进3-(N-2,4,6-三硝基苯基)-氨基-4-硝基呋咱、3-氨基-4-(1 H-5-四唑基)呋咱、3-硝基-4-(1 H-5-四唑基)呋咱、3,3′-(1 H-5-四唑基)-4,4′-偶氮呋咱及3-氨基-4-(4-氰基-5-氨基-1-1,2,3-三唑基)呋咱的合成方法,反应条件相对温和,产率相应提高:3-氨基-4-硝基呋咱与2,4,6-三硝基氯苯(苦基氯)反应以36.1%的收率制得3-(N-2,4,6-三硝基苯基)-氨基-4-硝基呋咱;3-氨基-4-氰基呋咱和叠氮基成环得到3-氨基-4-(1 H-5-四唑基)呋咱,产率90.9%;以高锰酸钾为氧化剂氧化3-氨基-4-(1 H-5-四唑基)呋咱合成出86.8%的3,3′-(1 H-5-四唑基)-4,4′-偶氮呋咱,以30%的双氧水、钨酸钠及甲磺酸为氧化体系则得到75.6%的3-硝基-4-(1 H-5-四唑基)呋咱;3-氨基-4-叠氮基呋咱与丙二腈作用制得3-氨基-4-(4-氰基-5-氨基-1-1,2,3-三唑基)呋咱,产率为91.8%;采用核磁、红外、质谱等分析手段对所合成化合物进行结构表征。
The methods of synthesizing 3-（ N-2,4,6-trinitrophenyl）-amino-4-nitrofurazan, 3-amino-4-（tetrazole-5-yl） furazan, azo- tetrazolylfurazan, 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-nitro- furazan was synthesized by nucleophilic substitution reaction of 3-amino-4-nitrofurazan and 2,4,6-trinitro-chlorobenzene（ picrylchlo- ride）. 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 H202, 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 ~H NMR, ~3C NMR, IR and MS.
出处
《含能材料》
EI
CAS
CSCD
北大核心
2013年第2期226-229,共4页
Chinese Journal of Energetic Materials
关键词
有机化学
多氮化合物
呋咱
共轭
organic compounds
poly-nitrogen compounds
furazan
conjugate
作者简介
高莉（1988-），女，从事含能材料研究。
通迅联系人：程广斌（1967-），男，从事含能材料及火炸药研究。e—mail：gcheng@mail．njust．edu．cn
