4H,8H-双呋咱并[3,4-b:3′,4′-e]吡嗪的合成及热性能

Synthesis and Thermal Performance of 4H,8H-difurazano[3,4-b:3′,4′-e]pyrazine

以3,4-二氨基呋咱为原料,经缩合、氯化、肟化、成环合成了4H,8H-双呋咱并[3,4-b:3′,4′-e]吡嗪(DFP)。用红外光谱、核磁共振、元素分析、质谱对中间体及目标化合物的结构进行了表征。改进了呋咱成环合成方法,最佳条件为:n(尿素)∶n(DOFP)=3∶1,反应时间为24h,反应温度为120℃,收率81.3%,纯度不小于98.0%(HPLC)。用DSC和TG-DTG考察了目标化合物的热性能。结果表明,呋咱并吡嗪类化合物有较好的热稳定性。

4H,8H-Difurazano[3,4-b:3′,4′-e]pyrazine(DFP)was synthesized via condensation,chlorination,oximation and cyclization using 3,4-diaminofurazan as starting material.The structures of intermediates and target compound were characterized by IR,NMR,elemental analysis and MS.A novel method of furazan cyclization was designed.The optimum condition was determined as:the molar ratio of urea and 5,6-dioximinofurazano[3,4-b]pyrazine(DOFP)was 3∶1,the reaction time was 24hand the reaction temperature was at 120℃.The yield of target compound was 81.3% with the purity of 98.0%(HPLC).The thermal performance of target compound was studied using DSC and TG-DTG.The result shows that furazanopyrazine compounds have preferable thermal stability.