硝基乙腈钾合成1,2,4-三嗪氮杂稠环化合物的研究

Study on Synthesis of 1,2,4-Triazine Fused Compounds by Nitroacetonitrile Potassium

以2-氰基-2-羟基亚氨基乙酸乙酯(NOCNEt)为原料,在碱性条件下经氧化、水解等反应,合成了硝基乙腈钾。考察了硝基乙腈钾合成中物料比、催化剂用量、反应温度和时间对反应产率的影响,将硝基乙腈钾的总产率由28.35%提高到37.71%。使用硝基乙腈钾代替现制备的硝基乙腈,与五元氮杂环的重氮盐进行偶联、环化反应,合成了新型氮杂稠环化合物3-硝基-4-氨基-7-氰基-[1,2,4]三唑[5,1-c][1,2,4]三嗪(AITX)。表征了产物的结构,计算了性能参数。AITX的密度为1.64 g/cm^3,氮质量分数达到47.80%,生成焓为772.43 kJ/mol。

Nitroacetonitrile potassium salt was synthesized via oxidation and hydrolysis using ethyl cyanoglyoxylate-2-oxime as raw materials.The effects of substrates ratio,reaction temperature,reaction time solvent was investigated,and the yield of nitroacetonitrile potassium salt was promoted from 28.35%to 37.71%.The new 1,2,4-triazine fused compounds 4-amino-3-nitroimidazo[5,1-c][1,2,4]triazine-8-carbonitrile(AITX)was synthesized from coupled reaction and cyclization using nitroacetonitrile potassium salt.Structure of AITX was characterized and the properties was studied.Density of AITX is 1.64 g/cm^3,mass fraction of nitrogen is 47.80%and enthalpy of formation is 772.43 kJ/mol.