摘要
采用1-氨基-1,2,3-三唑为氨基化试剂,通过三硝基苯(TNB)的替代亲核取代(VNS)反应制备钝感炸药三氨基三硝基苯(TATB),产率90.6%,HPLC纯度大于99%。讨论了关键反应条件对TATB收率的影响。在优化反应条件下,考察了苯环上不同硝基取代度对该VNS反应收率的影响,以TNT、硝基苯、间二硝基苯为底物进行VNS反应,分别合成了二氨基三硝基甲苯(DATNT,产率40.5%)、1,3-二氨基-2,4-二硝基苯(DADNB,产率54.5%)、对硝基苯胺(产率38.4%)。提出了1-氨基-1,2,3-三唑作为氨基化试剂进行VNS氨基化反应的反应机理。
1-amino-1,2,3-triazole was used as a new amino source to prepare TATB through vicarious necleophilic susbstitution（VNS） reaction of trinitrobenzene（TNB） with 90.6% yield and more than 99% purity（HPLC）.Some key reaction parameters were investigated in term of isolated yield of TATB.Under the optimized reaction conditions,the effect of nitro groups of the aromatic ring on the yield of the VNS reaction was analyzed.1,3-Diamino-2,4,6-trinitro-5-methyl-benzene（DATNT）,1,3-diamino-2,4-dinitrobenzene（DADNB）,and p-nitroaniline were obtained in isolated yield of 40.5%,54.5%,and 38.4%,respectively,by taking TNT, nitrobenzene and m-dinitrobenzene as substrate.A reaction mechanism of which 1-amino-1,2,3-triazole was used as amination reagent for VNS amination reaction was proposed to explain the formation of TATB under such a basic condition.
出处
《兵工学报》
EI
CAS
CSCD
北大核心
2010年第10期1389-1393,共5页
Acta Armamentarii
基金
国防基础科研项目(A2220060058)
作者简介
陈甫雪（1970-），男，教授，博士研究生导师。E-mial：fuxue．chen@bit．edu．cn：zzm@bit．edu．cn
