玉米田除草剂环磺酮的合成
Synthesis of Herbicide Tembotrione in Corn Field
余玉 1苏建宇 1董元海 1郑怡倩 1汪鲁焱 1刘安昌1
作者信息
- 1. 武汉工程大学化工与制药学院,武汉430074
- 折叠
摘要
[目的]旨在探索一条适合工业化生产环磺酮的工艺路线.[方法]以3-氯-2-甲基苯胺和甲硫醇钠为起始原料,在亚硝酸钠的作用下得到2-氯-6-甲巯基甲苯,然后和乙酰氯发生酰化反应,再经过氧化氢氧化后,与次氯酸钠发生卤仿反应得到2-氯-3-甲基-4-甲磺酰基苯甲酸;最后经过酯化和溴化反应得到2-氯-3-溴甲基-4-甲磺酰基苯甲酸甲酯使之与三氟乙醇发生取代反应,水解后得到最终产物2-氯-3-(2,2,2-三氟乙氧基)甲基-4-甲磺酰基苯甲酸;在丙酮氰醇的催化下,2-氯-3-(2,2,2-三氟乙氧基)甲基-4-甲磺酰基苯甲酸与1,3-环己二酮反应得到目的产物环磺酮.[结果]经1H NMR光谱鉴定,产品结构与环磺酮结构一致.[结论]该工艺简单经济,条件温和,适合工业化生产.
Abstract
[Aims] This article aims to explore and optimize a reasonable route of tembotrione on industrial scale.[Methods] 2-Chloro-6-methylmercaptotoluene was obtained by the reaction of sodium nitrite,3-chloro-2-methylaniline and sodium methanethiol,followed by acylation with acetyl chloride.2-Chloro-3-methyl-4-methanesulfonylbenzoic acid was obtained after oxidation with hydrogen peroxide and then halogenation reaction with sodium hypochlorite.Finally,2-chloro-3-bromomethyl-4-methylsulfonylbenzoic acid methyl ester was reacted with trifluoroethanol to give 2-chloro-3-(2,2,2-trifluoroethoxy)methyl-4-methanesulfonyl benzoic acid;in the presence of acetone cyanohydrin,2-chloro-3-(2,2,2-trifluoroethoxy)methyl-4-methanesulfonyl benzoic acid was reacted with cyclohexanedione to afford the target product oftembotrione.[Results] The obtained product was identified with 1H NMR.[Conclusions] This process is simple,warm and economical,which is suitable for industrial manufacture.
关键词
环磺酮/除草剂/合成Key words
tembotrione/herbicide/synthesis引用本文复制引用
出版年
2017
NETL
NSTL
维普
万方数据