Azoxystrobin Synthesis And Process Optimization

Methyl(E)-2-{2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacr-ylate is a fungicide of β -methoxyacrylates. The synthesis of methyl(E)-2-{2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate is studied in this paper which consists of hydrolyzation, esterification, methoxymethlenation, ester exchangi-ng and twice Ullmann reactions.Products of every step are identified by NMR GC-MS and IR, and the process is optimized in this paper. A better catalyst A is chosen for the first reaction and the yield of the first and second reactions is 84.05% when the ratio of catalyst A to 2-chloro-phenyl acetic acid equals to 0.075:1. In the third reaction, 93.59% yield is obtained when the ratio of benzofuran-2(3H)-one to trimethyl orthoformate to acetic anhydride equals to 1:2:4, reaction temperature is 100癈, reaction time is 12h. The yield of the forth reaction is 93.02% when the ratio of3-(a~methoxy)methylenebenzo-furan-2(3H)-one to Na equals to 1:2, reaction temperature is 0℃, reaction time is 1h. In the fifth reacton, 83.99% yield is obtained when the ratio of methyl3,3-dimethoxy -2-(2~ hydroxyphenyl)propanoate to 4,6-dichloropyrimidine equals to 1:2.2, reaction temperature is 60℃, reaction time is 8h. 2-Cyanophenol, one of the materials of the sixth reaction is synthesized by three steps with salicylaldehyde as start material and the total yield is 88.47%. methyl(E)-2-{2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy] phenyl}-3-methoxyacrylate is synthesized and the yield is 82.54%.