Liquid phase synthesis process of oxime strain ester by poly-ethandiol

A technology of polyethylene glycol ester and polyethylene glycol, applied in the field of preparation of organic compound pesticides, can solve problems such as synthesis without using tristrobin, and achieve the effect of simplifying the steps of separation and purification

Inactive Publication Date: 2005-01-05
TONGJI UNIV
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Problems solved by technology

[0003] Liquid-phase synthesis on polyethylene glycol has been widely used for the synthesis of polypeptide nucleotides an

Method used

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  • Liquid phase synthesis process of oxime strain ester by poly-ethandiol

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Embodiment Construction

[0017] 1. Polyethylene glycol 2-(2'-methylphenyl)-2-carbonyl acetate

[0018] Add 2g (0.01mol) 2-(2,-methylphenyl)-2-carbonylacetic acid and 5ml thionyl dichloride into a 100ml round bottom flask equipped with a stirring and reflux condenser. Stir at room temperature for 5 hours, then rotate and evaporate. Add a small amount of thionyl chloride, add a small amount of dry n-heptane, rotate to evaporate the n-heptane, add 20ml of dichloromethane and 10g of polyethylene glycol to the flask, react at room temperature for 8 hours, distill the dichloromethane, add Diethyl ether, 2-(2'-methylphenyl)-2-carbonyl acetate polyethylene glycol ester is precipitated, dissolved in dichloromethane, dichloromethane is evaporated, and diethyl ether is added to obtain 9.8 g of relatively pure 2-( 2'-Methylphenyl)-2-carbonyl acetate polyethylene glycol ester.

[0019] 2. Synthesis of 2-(2'-methylphenyl)-2-carbonyl acetate polyethylene glycol ester-O-methyl ketoxime

[0020] Add 9.8g 2-(2'-methylpheny...

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Abstract

The invention discloses a method of synthesizing trifloxystrobin by using liquid phase polyglycol: (a) with the help of hydroxyl on the olyglycol to make condensation reation with o-methyl benzoylformic acid, loading the o-methyl benzoylformic acid on the olyglycol, so as to obtain 2-(2'-methylphenyl)-2- polyglycol carboxy acetate; (b) making the product obtained in step (a) react with methoxy amine and acid salts, obtaining 2-(2'-methylphenyl)-2- polyglycol carboxy acetate-O-methyl ketone oxime; (c) bromizing the product obtained in step (b) to obtain 2-(2'-bromomethylphenyl)-2- polyglycol carboxy acetate-O-methyl ketone oxime; (d) on basic condition, condensing the compound obtained in step (c) with meta-trifluoromethyl acetophenone oxime to obtain 2-[1'-{[(3'-trifluoromethylphenyl)-ethyl-imine]O}-O-tolyl]-2-polyglycol carboxy acetate-O- methyl ketone oxime; (e) making ester exchange reaction of the compound obtained in step (d) with methanol to obain the trifloxystrobin. On the basis of not changing properties of trifloxystrobin, it simplifies the step of separating and purifying in reacting course, reducing the cost.

Description

Technical field [0001] The invention relates to a method for preparing organic compound pesticides, in particular to a liquid phase synthesis of trifloxystrobin ((E,E)-2-[1'-(3'-trifluoromethylbenzene) supported by polyethylene glycol Yl)-ethyl-imine-oxy-tolyl]-2-carbonyl acetate methyl-0-methanone oxime) synthesis method. Background technique [0002] Trifloxystrobin broad-spectrum fungicides are a new class of fluorine-containing fungicides successfully developed from the natural product Strobilurins as the leading compounds of fungicides. Its characteristics are: high-efficiency, broad-spectrum, protection, treatment, eradication, penetration, systemic activity, resistance to rain erosion, and long duration. It is effective against strains resistant to 1,4-demethylase inhibitors, benzamides, dicarboxamides and benzimidazoles, and has no cross-resistance to existing fungicides. It has good activity against almost all fungal diseases (ascomycetes, basidiomycetes, oomycetes and d...

Claims

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Application Information

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IPC IPC(8): C07C249/12C07C251/48
Inventor 张荣华朱志良
Owner TONGJI UNIV
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