常熟理工学院应用化学专业毕业设计论文.docxVIP

以吡啶为基础的邻吡啶多四唑化合物的合成摘 要四唑化合物因其独特的性质和广泛的应用而受到人们的关注。本论文首先以2-氰基吡啶为原料，N,N’-二甲基甲酰胺（DMF）为溶剂，氯化铵为催化剂制备了邻吡啶四唑(1)。再在三乙胺的催化作用下，将邻吡啶四唑(1)与溴乙腈在丙酮溶液中混合反应，得到了邻吡啶四唑乙腈(2)。化合物2与叠氮化物反应生成化合物3，再用溴乙腈修饰得到化合物4，最后与叠氮化物环化生成化合物5。并且获得了化合物3的单晶，通过X-射线单晶衍射分析，获得其结构。利用红外光谱仪、熔点仪和核磁共振仪对所合成出的产物进行初步表征和分析。化合物3的晶体结构数据：分子组成C8H7N9·H2O，空间群Cc，a=6.3589(13)?, b=36.111(13)?, c=5.0101(10)?,β=107.37(3)°,V=1098.0(4)?3, Z=4。关键词：吡啶 四唑 合成Synthesis of O-multitetrazole PyridineAbstractTetrazoles become an increasingly popular functionality because of its unique property and broad application. In this paper, N, N-dimethylformamide (DMF)as a solvent and ammonium chloride as catalyst, 2- cyanopyridine was used to synthesize o-pyridine tetrazole(1). Then,the nitrile derivative of o-pyridine tetrazole was obtained by mixing o-pyridine tetrazole(1) and bromoacetonitrile in the acetone and using triethylamine to catalyze the reaction. Next, compound 4 was generated when compound 3 reacted with bromoacetonitrile which was received from the reaction azides cyclized the compound 2. Finally, the compound 5 was successfully synthesized. Besides,the monocrystalline of the compound 3 has been obtained. By means of X-ray single crystal diffraction, its structure has been received. Preliminary characterization of synthesized product was acquired by analyzinginfrared absorption spectrum, H-NMR and melting point . The crystal structure data of the compound 3:empirical formulaC8H7N9·H2O, space groupCc, a=6.3589(13)?,b=36.111(13)?,c=5.0101(10)?,β=107.37(3)°,V=1098.0(4)?3, Z=4.Key words: Pyridine;Tetrazole;Synthesis目录1.前言11.1 四唑化合物简介11.2 四唑类化合物的应用31.2.1在医药方面的应用31.2.2在农业方面的应用31.2.3在材料方面的应用41.2.4四唑是形成配合物杂化材料的良好配体61.3 取代四唑衍生物的合成方法71.3.1 叠氮化物与氰基的环化81.3.2 叠氮化物与氨基的环化81.3.3 叠氮化物与酰胺的环化91.3.4 其他方法101.4双环四唑和多环四唑化合物简介101.4.1 双环四唑化合物111.4.2 多环四唑化合物132.原理及实验部分162.1主要实验仪器和原料162.1.1实验仪器162.1.2 主要原料及物理性质162.2邻吡啶四唑二亚甲基二四唑的合成162.2.1 邻吡啶四唑的合成162.2.2邻吡啶四唑乙腈的合成172.2.3邻吡啶四唑亚甲基四唑的合成182.2.4邻吡啶四唑亚甲基四唑乙腈的合成192.2.4邻吡啶四唑二亚甲基二四唑的合成193.实验结果与讨论213.1红外图谱分析213.1.1邻吡啶四唑2