(N3-氰基-N1-胍基)己烷的制备.docVIP

PAGE 辽宁科技大学本科生毕业论文　　　　　　　　　　第 PAGE I 页 1,6-二（N3-氰基-N1-胍基）己烷的制备 摘 要 1,6-二（N3-氰基-N1-胍基）己烷是合成杀菌剂和杀虫剂等双胍类和聚胍类物质的重要中间体。1,6-二（N3-氰基-N1-胍基）己烷可用于合成1,6-二（N5-对氯苯基-N1-双胍）己烷，我们称后者为洗必泰。本课题以1,6-己二胺盐酸盐和双氰胺钠为原料合成1,6-二（N3-氰基-N1-胍基）己烷，考察了原料的摩尔比，不同溶剂，回流时间，开始是否加水等反应条件的影响，从而得到合成产物的最佳条件为：原料的摩尔比为1:1.9，正丁醇为溶剂，回流时间3h，开始加水产率最佳，达93.9%，纯度为98%。所得产物利用MS、IR、1HNMR进行结构表征。本次课题还对正丁醇进行了回收提纯，并用回收的正丁醇套用实验。考察了不同温度馏分的回收正丁醇和反应时间对反应的影响。结果表明：用回收正丁醇（沸程114-127℃）为溶剂，反应时间3h时，产率较为理想，达93.2%，纯度达94.1%。用回收正丁醇合成的氰胍与对氯苯胺盐酸盐为原料，合成得到白色的洗必泰盐酸盐固体，产率达81.2%，熔程为253~256℃。并利用IR对洗必泰盐酸盐产物进行了结构表征。 关键词：己二胺盐酸盐；双氰胺钠；对氯苯胺盐酸盐；洗必泰盐酸盐；合成 Research on synthesis of 1,6-di(N3-cyano-N1-guanidino) hexane Abstract The 1,6-di(N3-cyano-N1-guanidino) hexane is an important material intermediate for synthesis biguanidine and Polyguanidine used for fungicides and insecticide. It is also used for synthesis of 1,6-di(N5-p-chlorophenyl-N1-biguanidino) hexane, that is called hibitane. This subject is carried out on synthesized intermediate 1,6-(N3-cyano-N1-guanidino)hexane with 1,6–hexamethylenediamine hydrochloride and dicyandiamide sodium as raw materials. The effects of the molar ratio of 1,6-hexamethylenediamine hydrochloride and dicyandiamide sodium, different solvents, reaction time and adding water or not upon the yield were investigated. The results showed that the optimum conditions were molar ratio of 1,6-hexamethylenediamine hydrochloride and dicyandiamide sodium 1:1.9, reaction time 3h, adding water at the beginning and butanol as solvent. Thus, the yield was high up to 93.9%, with the purity 98.0%. The structure of the intermediate was characterized by MS, IR, and 1HNMR. Butanol was purified by distillation and used cycling in the experiment. The effects of different temperature range distillate and reaction time upon the yield were investigated. The results showed that the optimum conditions were recycled butanol(boiling range 114-127℃ ) as solvent, reaction time 3h. Thus, the yield was high up to 93.2%, with the purity 94.1%.