制药工程专业毕业论文初稿(喹啉类)分析报告.doc

Southwest university of science and technology 本科毕业设计（论文） 4-氯-6-碘喹啉的合成 学院名称 生命科学与工程学院 专业名称 制药工程 学生姓名 学生姓号 指导教师 二〇一X年X月 4-氯-6-碘喹啉的合成 摘要：喹啉是一具有强烈臭冶、染料、聚合物以及农用化学品工业的重要中间体也可以用作消毒剂、防腐剂以及溶剂产物经 关键词：Synthesis of 4-chloro-6-iodoquinoline Abstract: Quinoline , a kind of heterocyclic aromatic organic compound with strong odor , can easily dissolve in hot water , alcohol ,ether and carbon disulfide etc organic solvent,?is a colorless liquid with moisture absorption. It is an important intermediate in metallurgy, dyes , polymers and agricultural chemical industry , always used as disinfectant , preservative and solvent. Among those compounds derived by quinoline , 4 - chloro - 6 - iodoquinoline is a promising drug intermediate , there do have great value to explore it’s synthesis method, cause the exploring process and result will provide us guidance and crucial support for the further study. This study is aimed at doing some development and optimization in the synthesis method and condition of 4 - chloro - 6 - iodoquinoline based on the route reported before. Use Meldrum’s acid as raw material, after 4 steps to get a certain amount of target products. The first step is a condensation reaction of malonic acid and acetone in acetic anhydride to get Meldrum’s acid; Secondly, the Meldrum’s acid was substituted by triethyl orthoformate to get 2,2-dimethyl-1,3-dioxane-5-methylene ethoxy-4,6-diketone, then the product will take an conjugate addition-elimintion reaction with p-iodine aniline to get compound A; Thirdly, 4-hydroxy-6 iodoquinoline will be get by a closed-ring reaction ;finally, react with phosphorus oxychloride to get the target product 4 - chloro - 6 - iodoquinoline in a good yield.The final product by 1H NMR confirmed as a desired structure of the product, and the total yield is ideal. Key words: drug intermediate，Meldrums acid，4-chloro-6-iodoquinoline, hloro-substituted 目　　录 摘 要 I Abstract II 第1章 绪 论 1 1.2 抗药物概述 1.2.1