杀菌剂氟嘧菌酯的合成

Synthesis of Fungicides Fluoxastrobin

以丙二酸二乙酯作为起始原料,依次经过氯化、氟化、环合得到3,5-二羟基-4-氟嘧啶,然后与三氯氧磷在回流作用下经过氯化反应,再与邻氯苯酚经过醚化反应得到4-氯-6-(2-氯苯氧基)-5-氟嘧啶,最后与E-(5.6-二氢-[1,4,2]-二噁嗪-3-基)-(2-羟基苯基)-甲酮-O-甲基肟发生醚化反应得到氟嘧菌酯。该合成工艺的总收率为33.2%。产品结构经1H NMR光谱鉴定。该工艺路线具有原料易得、易于控制、收率高等优势,适宜于工业化生产。

Using diethyl 2-chloro-malonate as starting material,the 3,5-dihydroxy-4-fluoropyrimidine wassynthesized through chlorination, fluorination, and cyclization reaction, then the 4-Chloro-6-（2-chlorophenoxy）-5-fluoropyrimidine was generated by chlorinating the 3,5-dihydroxy-4-fluoropyrimidine inthe presence of phosphine oxychloride under reflux,and etherifying with o-chlorophenol. The final productfluoxastrobinto was obtained through the reaction of 4-Chloro-6-（2-chlorophenoxy）-5-fluoropyrimidine withE-（5.6-Dihydro-[1,4,2]-dioxizin-3-yl）-（2-hydroxyphenyl）-methanone-O-methyloxime. The structure of theproduct was confirmed by nuclear magnetic spectroscopy. The total yield of this synthetic process was more than 33.2%. Due to the available raw materials,mild reactive conditions and high yields,the developed syntheticroutes is suitable for the large-scale production in industry.