氟吡菌酰胺的合成工艺研究

发布时间：2018-04-27 04:34

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

【摘要】：农药在现代农业生产里占有举足轻重的地位。其中,吡啶基乙基苯甲酰胺类农药更是成为近几年来大家研究的热点。该类杀菌剂具有新奇的结构,与众不同的作用机制,还有广谱、疗效高、毒性低、残留少、活性高、环境友好等好处,具有很大的发展空间。拜耳作物科学公司开发出一种全新的吡啶基乙基苯甲酰胺类的杀菌剂:氟吡菌酰胺,其原药2010年在美国首次登记,可用于防治70多种作物的多种病害,无论单用或混用均表现出较高活性。氟吡菌酰胺是一个极具潜力的杀菌剂品种,随着科技的不断推进,该产品在未来会有更大的市场应用价值。本文主要研究氟吡菌酰胺的合成工艺优化。本课题对氟吡菌酰胺及其关键中间体邻三氟甲基苯甲酰氯的合成路线进行了详细的阐述和优劣比较,从中筛选出合成目标产物的最佳工艺。最终确定了以2,3-二氯-5-三氟甲基吡啶和氰乙酸甲酯作为起始原料,经过亲核取代、去烷氧羰基化、氰基还原、再与中间体邻三氟甲基苯甲酰氯酰胺化反应制得目标产物,总收率为51.4%,含量≥95.8%。其中,中间体的合成是以邻三氟甲基氯苯作为起始原料,经过格氏化反应、成酸、酰氯化反应最终合成邻三氟甲基苯甲酰氯。该工艺具有合成步骤短,操作简单、高收率高纯度的特点,适合工业化生产。氟吡菌酰胺及其部分中间体的化学结构经核磁共振氢谱确证。
[Abstract]:Pesticides play an important role in modern agricultural production. Among them, pyridyl ethyl benzoyl amine pesticides have become the focus of research in recent years. These fungicides have novel structure, distinctive mechanism, broad spectrum, high curative effect, low toxicity, low residue, high activity and environmental friendliness. Bayer crop Science has developed a new pyridyl ethyl benzoamide fungicide, flumiramide, which was first registered in the United States in 2010 and can be used to control multiple diseases in more than 70 crops. Both single and mixed use showed high activity. Flumiramide is a potential bactericide variety, with the development of science and technology, the product will have greater market value in the future. In this paper, the synthesis process optimization of flumiramide was studied. In this paper, the synthetic route of flumiramide and its key intermediate, o-trifluoromethyl benzoyl chloride, was described and compared in detail. Finally, the target product was prepared by the reaction of 2-trichloro-5-trifluoromethyl pyridine and methyl cyanoacetate as starting materials through nucleophilic substitution, decarbonylation, reduction of cyanide, and reaction with the intermediate o-trifluoromethyl benzoyl chloride amide. The total yield was 51.4 and the content was 鈮，

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