导　　师： 周新利

学科专业： H1702

授予学位： 硕士

作　　者： ;

机构地区： 南京理工大学

摘　　要： 本课题以2，6-二氯吡啶为起始原料，经氧化、硝化、还原及亲核取代四步反应合成了新型时间分辨荧光免疫分析双功能螯合剂中间体2，6-双（3-甲基-1h-吡唑基）-4-氨基吡啶。结合反应机理讨论了影响氮氧化、硝化、还原和亲核取代反应的主要因素，并对单元反应各个因素进行了优化，获得最佳工艺条件。 实验表明，氧化较优条件为：2，6-二氯吡啶：过氧化氢为6：11（摩尔比），三氟乙酸35ml，反应时间3h，温度100℃，收率为84.15％。硝化较优条件为：2，6-二氯吡啶-1-氧化物1.28g，硝酸钾7.45g，反应时间1h，温度75℃，收率为93.26％。还原较优条件为：2，6-二氯-4-硝基吡啶-1-氧化物1.21g，冰醋酸35ml，铁粉2.32g，反应时间2h，温度100℃，收率为84.04％。亲核取代较优条件为：2，6-二氯-4-氨基吡啶：3-甲基吡唑：金属钾为1：4：4（摩尔比），二甘醇二甲基醚36ml，反应时间100h，温度163℃，收率为28.55％。总收率为18％。用1hnmr，lcms和ir对目标产物结构进行了表征。 A new bifunctional chelate intermediate of time-resolved flurescence immunoassay,2,6 -bis/(3-methyl-1H-pyrazol-1-y1/)-4-aminopyridine was prepared from 2,6-dichloropyridine by oxidation,nitration,reduction and nucleophilic substitution reaction.The effect on oxidation, nitration,reduction and nucleophilic substitution reaction were studied based on reaction mechanism. Response to various factors,and unit reaction was optimized to obtain the optimal conditions. Optimal conditions of oxidation were obtained as follows:the molar ratio of 2,6-dichlor-opyridine to hydrogen peroxide was 6:11,trifluoroacetic acid 35mL,reaction 3h under 100℃, the yield was 84.15/%.Optimal conditions of nitration were obtainedas follows: 2,6-dichloropyridine-1-oxide 1.28g,Potassium nitrate 7.45g,reation 1h under 75℃,the yield was 93.26/%.optimal conditions of reduction were obtained as follows: 2,6-dichloropyridine-4-nitropyridine-1-oxide 1.21g,ice acid 35mL,iron powder 2.32g, reaction 2h under 100℃.the yield was 84.04/%.optimal conditions of nucleophilic substitution reaction were obtained as follows:the molar of 4-amino-2,6-dichloropyridine to 3-methyl-pyrazole topotassium was 1:4:4,diglyme 36mL,reaction 100h under 163℃,the yield was 28.55/%.The total yield was 18/%.The product was characterized bymelting point, IR,~1H NMR,LCMS and element analysis.

关 键 词： 双 甲基 吡唑基 氨基吡啶 合成方法 工艺条件

分 类 号： [TQ253.2]

领　　域： [化学工程]