摘要
以2-氰基-4-硝基苯胺、3-氨基-4-氰基吡唑为原料,分别经肟化、重氮化等反应合成了两种连三嗪化合物——6-硝基苯并[3,4-e]-1,2,3-三嗪-4(1H)-肟和吡唑并[3,4-e]-1,2,3-三嗪-4(1H)-肟;利用红外光谱、核磁共振(HMNR、CMNR)、元素分析、质谱等鉴定了化合物的结构;考察不同因素对肟化反应的影响,确定了2-偕氨肟基-4-硝基苯胺的最适宜合成条件:2-氰基-4-硝基苯胺/盐酸羟胺的料比为11.20,反应温度为80℃,pH值为10,反应时间为2 h,收率为95.6%;3-氨基-4-偕氨肟基吡唑的最适宜合成条件:3-氨基-4-氰基吡唑/盐酸羟胺的料比为11.25,反应温度为80℃,pH值为10,反应时间为2 h,收率为79.3%;初步探讨了反应机理,分析了重氮化、消除反应发生在不同分子结构中不同位置氨基上的原因。
Two novel 1 ,2,3 -riazi ne compounds-6-n itrobenzene [3,4-e ] -1 , 2,3 -triazi ne-4 （ 1 H ） -oxi me and pyrazole 13,4-e 1-1 , 2,3 - triazine-4（1 H）-oxime were prepared using 2-cyano-4-nitroaniline and 3-amino-4-cyanopyrazole as starting materials via the reactions of oxime and diazotization. The structures of intermediates and target compounds were characterized by means of IR,^1H NMR, ^13C NMR,elementa（ analysis and MS. The influences of different factors on the yield of oxime were studied. The suitable synthetical condition of 2-amino oxime-4-nitroaniline were confirmed that the material ratio of 2-cyano-4-nitroaniline and hydrochloric hydrox- yLaminewasl ： 1.20,80 ℃,pH=10,reaction time2 h and the yield was 95.6%. The suitable synthetical conditions of 3-amino-4- amino oximepyrazole were that the material ratio of 3-amino-4-cyanopyrazole and hydrochloric hydroxylamine was 1 ： 1.25,80 ℃, pH =10,reaction time2 h and the yield was 79.3%. The reaction mechanism was studied ,and the reasons why it occured that the different amino in the reactions of diazotization and elimination were analyzed.
出处
《含能材料》
EI
CAS
CSCD
北大核心
2013年第1期19-24,共6页
Chinese Journal of Energetic Materials
基金
国防科研产品创新计划项目(No.2371000415)
国防科研基础计划项目(No.B09201100051)资助
关键词
有机化学
连三嗪化合物
合成
表征
反应机理
organic chemistry
1 ,2,3-triazine compound
synthesis
characterization
reaction mechanism
