精甲霜灵的合成工艺研究

发布时间：2018-04-21 21:40

本文选题：杀菌剂 + 酰胺类杀菌剂　；参考：《河北科技大学》2017年硕士论文

【摘要】：农业的扩大化生产离不开农药的发展。酰胺类杀菌剂也成为人们广泛关注的一类杀菌剂。酰胺类杀菌剂具有多种多样的化学结构,与众不同的作用机制,还有高效、作用范围广、毒性小、与环境友好的优点,使其在杀菌剂市场站稳脚跟。甲霜灵是用于治疗多种植物霜霉病、疫霉病等的内吸性杀菌剂,精甲霜灵是它的R-单一构型体,杀菌效果更优。随着科技的不断推进,该产品将会有更大的市场应用价值。本课题在阅读大量国内外文献的基础上,对精甲霜灵的合成方法进行详细介绍,分析文献中现有方法的优缺点,筛选出合成目标产物的最佳路线,并对合成工艺进行优化。最终确定了以S-乳酸为起始原料,经过酯化、磺酰化、烷基化、氯化、酰基化反应五步合成精甲霜灵的路线。通过分析各步反应,详细探讨各反应中发生的主要副反应。在优化条件下,减少杂质量,同时避免产品的消旋化。总收率达到55.06%(以S-乳酸计)。其中,所用的甲氧乙酰氯由甲氧乙酸和氯化亚砜制得。该合成工艺反应条件易于实现,操作简便,产品收率高、化学纯度高、光学纯度高,适合大规模生产。最后通过核磁鉴定结构、高效液相色谱检测纯度、旋光仪测定光学纯度的分析方法对精甲霜灵及其中间体进行表征。
[Abstract]:Agricultural expansion and production cannot be separated from the development of pesticides. Amide fungicides have also become a kind of fungicides that people pay more attention to. Amides have a variety of chemical structures, different mechanisms of action, and the advantages of high efficiency, wide range of action, small toxicity and friendly to the environment, which make them take a firm foothold in the market of fungicides. Metalaxyl is an internal fungicide used to treat many kinds of plant downy mildew, epidemic mildew and so on. With the development of science and technology, this product will have greater market application value. On the basis of reading a large number of domestic and foreign literatures, this paper introduces in detail the synthetic methods of Jingmaolaoling, analyzes the advantages and disadvantages of the existing methods in the literature, selects the best route for the synthesis of the target products, and optimizes the synthetic process. Finally, a five-step route for the synthesis of spermatoglasone from S- lactic acid by esterification, sulfonylation, alkylation, chlorination and acylation was established. The main side reactions occurred in each reaction were discussed in detail by analyzing each step reaction. At the same time, reduce the quality of the product and avoid the racemization of the product under the optimized conditions. The total yield was 55.06. The methoxyacetyl chloride is prepared from methoxyacetic acid and sulfoxide chloride. The synthetic process is easy to realize, easy to operate, high yield, high chemical purity, high optical purity, suitable for mass production. At last, the structure was identified by NMR, the purity was detected by HPLC and the optical purity was determined by optical optical spectrometer.
【学位授予单位】：河北科技大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：TQ455

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