新型杀虫剂氟啶虫胺腈的合成研究

Study of Synthetic Process of Novel Pesticides Sulfoxaflor

三氟乙酸乙酯在吡啶的催化下与乙烯基乙醚反应得到1,1,1-三氟甲基-2-氧代-4-乙氧基-丁烯-3;2-丁烯醛与甲硫醇钠加成得到3-甲硫基丁醛,然后3-甲硫基丁醛在碳酸钾的作用下与四氢吡咯反应得到1-吡咯-3-甲硫基丁烯-1,然后与4-乙氧基-1,1,1-三氟-3-丁烯-2-酮经环化缩合、胺氰基化和高锰酸氧化等步骤得到目的产物氟啶虫胺腈,总收率23.2%。

1,1,1 - Trifluoromethyl - 2 - oxo - 4 - ethoxy - but - 3 - ene was synthesized using ethyl vinyl ether and trifluoroacetic anhydride as the primary material in the present of pyridine; Crotonaldehyde reacted with sodium thiomethoxide to give the production of 3 -thiomethylbutyraldehyde, the production reacted with pyrrolidine in the present of anhydrous potassium carbonate to give the 1 - pyrrolidyl - 3 - thiomethyl - butene. Then 1, 1,1 - Trifluoromethyl - 2 - oxo - 4 - ethoxy - but - 3 - ene condensed with 1 - pyrrolidyl - 3 - thiomethyl - butene , following reacted with eyanamide to give methyl [ 1 - （ 2 - trifluoromethylpyridin - 5 - yl） ethyl ] - N - eyanosulfi- limine; then it was oxidized by KMnO4 to give the target product of sulfoxaflor. The total yield is above 23.2%.