Study On The Synthetic Process Of Trifloxystrobin

Insecticides, fungicides, herbicides these three pesticides played an important role in agricultural production. The development of fungicides thrive, ranked second in the pesticide industry and will be continued to catch up.Strobilurin fungicides were another new agricultural fungicide after triazoles, It’s a new class of inhibitors of mitochondrial respiration with high activity, broad spectrum bactericidal, low toxicity, low residue and good environmental compatibility. In addition to the common characteristics of strobilurin fungicide,Trifloxystrobin among them, resistant to resistance and has no cross-resistance with the existed fungicides, It can be described as the second generation of Strobilurin fungicide, The major domestic and foreign companies research and develop focus on Trifloxystrobin.In this paper, we briefly introduced fungicides and strobilurin fungicides, and showed the mechanism, characteristics, status and development trend of trifloxystrobin in detail.The existing synthetic routes of trifloxystrobin at home and abroad were reviewed. For the existed shortcomings of these routes, we designed the synthetic routes for industrialization, the total yield of the synthesis was 30.84%(22.00% reported by the literature). At the same time,each step of the synthesis route, some problems and side effects were discussed in detail. In this paper, Ortho-methyl benzene acetonitrile as the raw material, and Oximated with n-butyl nitrite to get Ortho-methyl benzyl cyanide oxime(yield 93.60%);Then methylated with dimethyl sulfate to get Oxygen-methyl-ortho-methyl benzyl cyanide oxime(yield 85.30%);Then under the action of an alkali, the cyano group hydrolyze to the acid group, to give Oxygen-methyl-ortho-methyl benzyl acetic acid oxime(yield 89.17%); Then esterified with methanol in the role of concentrated sulfuric acid to get Oxygen-methyl-ortho-methyl phenylacetate methyl oxime(yield 76.79%); then the benzylic position brominated with N-bromosuccinimide to get Oxygen-methylortho-bromide methyl phenylacetate methyl oxime(yield 85.99%); Finally, etherified with meta-Triflumethyl acetophenone oxime under basic conditions to get trifloxystrobin(yield 65.60%).The chemical structures of Trifloxystrobin confirmed by TLC and HPLC with the standard substance. Key words Fungicide; Strobilurins; trifloxystrobin; Synthetic process.