2,5-二溴甲基对苯二甲腈及其衍生物的合成方法研究  

Synthesis of 2,5-Bisbromomethyl-1,4-dicyanobenzene and its Derivatives

作　　者：马军[1] 田玉顺[1] 

机构地区：[1]延边大学药学院,吉林延吉133002

出　　处：《山东化工》2015年第20期1-2,5,共3页Shandong Chemical Industry

基　　金：国家自然科学基金(NO.81260226)

摘　　要：目的:对制备双苯乙烯类衍生物为荧光团的双光子荧光探针的中间产物2,5-二溴甲基对苯二甲腈及其衍生物的合成条件进行研究。方法:以对二甲苯为原料,通过芳环上的溴代、亲核取代和自由基反应等过程合成2,5-二溴甲基对苯二甲腈及其衍生物,然后通过柱层析方法进行纯化并用1HNMR确认其结构。结果:对合成工艺进行适当调整得到较好的效果。在2,5-二氰基对二甲苯的合成过程中,Cu CN与2,5-二溴对二甲苯的物质的量配比换成2.1:1、反应时间调整为48h时其产率提高。在2,5-二溴甲基对苯二甲腈的合成过程中未采用火焰枪辅助加热方法,而采用较温和的紫外灯照射方法。结论:通过反应物配比、加热温度和加热方法等的适当调节,摸索到简单易行的2,5-二溴甲基对苯二甲腈及其衍生物的合成方法。Objective： This study interested in search of synthesis condition for 2,5-bisbromomethyl-1,4-dicyanobenzene and its derivatives,which are the intermediators of preparing a series of two-photon fluorescent probe with containing distyryl benzene derivatives as the two-photon fluorophores. Methods： p-Xylene as the starting material to synthesize 2,5-bisbromomethyl-1,4-dicyanobenzene and its derivatives by a series of reaction such as bromination on benzene ring,nucleophilic substitution and radical reactions,respectively. Then purified by silica gel column and the structures were confirmed by 1H NMR. Results： Through properly adjust on synthetic process,the research achieved good results. When the reactants molar ratio of Cu CN and 2,5-dicyano-p-xylene was changed with 2. 1： 1,and the mixtures were reacted for 48 h,the yield of 2,5-dicyano-p-xylene was increased. When the process on synthesis of 2,5-bisbromomethyl-1,4-dicyanobenzene,the researchers used a wild condition such as ultraviolet irradiation,however another paper treated with flame gun auxiliary heating method. Conclusion： The research succeed in finding simple and easy way to synthesize 2,5-bisbromomethyl-1,4-dicyanobenzene and its derivatives by adjusting the reactants molar ratio,heating temperature,and heating time,etc.

关 键 词：双光子荧光探针 2 5-二溴甲基对苯二甲腈 自由基反应 衍生物 

分 类 号：R914.5[医药卫生—药物化学]