毕业论文--吉米沙星母核环丙基萘啶羧酸合成方法.doc

毕业设计报告（论文）摘 要本课题综述了吉米沙星母核环丙基萘啶羧酸的合成方法，其合成主要有五种方法合成方法。 经过比较决定使用分子内核取代合成环丙基萘啶羧酸，其合成工艺：以氟氯烟酸为原料，在甲苯作溶剂，DMF催化作用下与亚硫酰氯热回流6小时，得到2,6—二氯—5—氟—吡啶—3—酰氯（收率为：88.7%）；然后与丙二酸二乙酯反应，在50℃时反应2小时得到（2,6—二氯—5—氟—吡啶—3—羰基）—丙二酸二乙酯（收率82.1%）；再在对甲苯磺酸的催化和水做溶剂下，热回流10小时得到（2,6—二氯—5—氟—吡啶—3—羰基）—乙酸乙酯（收率：57.1%）；再与乙酸酐在原甲酸三乙酯中，在130℃反应2小时得到（2,6—二氯—5—氟—吡啶—3—羰基）—3—乙氧基丙烯酸乙酯（收率：93.1%）；然后在与环丙胺在乙醇在0℃反应2小时，反洗涤，并重结晶得到 2—（2.，6—二氯—5—氟—吡啶—3—羰基）—3—环丙胺丙烯酸乙酯（收率;82.08%）； 再在DMF溶剂下与碳酸钾反应，在125℃反应1小时，抽滤，洗涤7—氯—1—环丙基—6—氟—1，4—二氢—4—氧代—1，8—萘啶—3—羧酸乙酯(收率：95.1%)；最后与乙酸，盐酸混合下调PH，在140℃反应2小时，静止结晶，洗涤，得到目标化合物环丙基萘啶羧酸（收率：96.1%），总收率为：29.75%。关键词 吉米沙星 环丙基萘啶羧酸 抗菌剂 喹诺酮 AbstractThis paper reviews the Jimmy husky mother nucleus cyclopropyl nalidixic acid synthesis method of its synthesis, there are five main methods of synthesis method.After comparing the determined using molecular kernel synthesis of substituted cyclopropyl nalidixic acid, its synthesis process: by fluorine chlorine nicotinic acid as raw material, in toluene as solvent, under the catalysis of DMF with thionyl chloride hot reflux for 6 hours, from 2, 6 - dichloro - 5 - Fluoro - pyridine - 3 - acyl chloride ( yield: 88.7%); then with malonic acid two ethyl ester reaction, at 50 degrees C reaction for 2 hours to get ( 2, 6 - dichloro - 5 - Fluoro - pyridine - 3 - carbonyl ) - propanedioic acid two ethyl ester ( yield 82.1%); then in toluene sulfonic acid catalyst and water as solvent, heat reflux for 10 hours to get ( 2, 6 - dichloro - 5 - Fluoro - pyridine - 3 - carbonyl ) - ethyl acetate ( yield: 57.1%); then with acetic anhydride in three of the original acid ethyl ester, at 130 degrees C reaction for 2 hours to get ( 2, 6 - dichloro - 5 - fluoro - pyridine - 3 - - 3 - ethoxy carbonyl ) ethyl acrylate ( yield: 93.1%); then the cyclopropyl amine in ethanol at 0 degrees C reaction for 2 hours, reverse washing, and crystallizing to obtain 2 - ( 2, 6 - dichloro - 5 - Fluoro - pyridine - 3 - carbonyl ) - 3 - cyclopropyl amine ethyl acrylate ( yield; 82.08%); and th