Preparation of O,O-diethyl-O-(3,5,6- trichloro-2-pyridinyl)thiophosphate

A technology of phosphorothioate and ethyl phosphorothioate, applied in the O field, can solve the problems of increased by-products, difficult waste water treatment, large loss of raw materials, etc., and achieves the effects of easy treatment, less waste water, and simple operation

Inactive Publication Date: 2009-02-25
SHANGHAI SHENGLIAN CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method also adds a large amount of sodium chloride, and the content of sodium chloride in the waste water after reaction is close to saturation, brings difficulty to waste water treatment, in addition, because O, O-diethyl thiophosphoryl chloride is easy to hydrolyze, within 30 seconds Quickly add O, O-diethylphosphorylthiochloride, and then keep warm for reaction, which will inevitably cause hydrolysis and dimerization of O, O-diethylphosphorylthiochloride, which will increase by-products and cause a large loss of raw materials

Method used

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  • Preparation of O,O-diethyl-O-(3,5,6- trichloro-2-pyridinyl)thiophosphate

Examples

Experimental program
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Embodiment 1

[0024] In a 2000ml three-necked flask, add 1000g of water, 300g of 3,5,6-trichloropyridin-2-alcohol sodium with a weight concentration of 85%, 1.0g of 4-dimethylaminopyridine, 1.5g of tetrabutylammonium bromide, and three Ethylenediamine 1.0g, add 60kg of sodium hydroxide solution with a weight concentration of 30%, to make the pH value reach 11.0, heat to 45°C, add dropwise O, O-diethylsulfur with a weight concentration of 98% within 0.5 hours Phosphoryl chloride 225g, then kept at 45°C for 2.5 hours, filtered while hot, filtered to remove solid impurities, cooled to 30°C, filtered, washed once with 100ml water, dried to obtain chlorpyrifos 401kg, HPLC analysis content 97.09%, yield 96.05 %.

Embodiment 2

[0026] In a 2000ml three-necked flask, add 1000g of water, 300g of 3,5,6-trichloropyridin-2-alcohol sodium with a weight concentration of 85%, 1.0g of 4-dimethylaminopyridine, 1.0g of 4-methylmorpholine, and three Add 1.5g of ethyl benzyl ammonium chloride, add 60g of sodium hydroxide solution with a weight concentration of 30%, make the pH value reach 11.0, heat to 45-70°C, add 98% O, O-distillate dropwise within 0.5-2.0 hours Ethyl thiophosphoryl chloride 222g, then keep warm at 45-70°C for 3.0 hours, filter while hot, remove solid impurities, cool to 30°C, filter, wash once with 100ml water, dry to obtain chlorpyrifos 398g HPLC analysis content 96.91% , yield 95.15%.

Embodiment 3

[0028] In a 2000ml three-neck flask, add 1000g of water, 300g of 85% 3,5,6-trichloropyridin-2-alcohol sodium, 1.0g of 4-dimethylaminopyridine, 1.0g of tetrabutylammonium bromide, and 1.0g of triethylbenzyl Ammonium chloride 1.5g, add 30% sodium hydroxide solution 65g, make pH value reach 12.0, be heated to 70 ℃, in 2.0 hours, add dropwise O, O-diethylthiophosphoryl chloride 226g of weight concentration 98%, Then keep it warm at 70° C. for 3.5 hours, filter while it is hot, remove solid impurities, cool to 30° C., filter, wash once with 100 ml of water, and dry to obtain chlorpyrifos 405 g, HPLC analysis content 96.58%, yield 96.50%.

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Abstract

The invention provides a method for preparing O, -O diethyl-O-(3, 5, 6-trichloro-2-pyridyl) thiophosphate, comprising the following steps: O, -O diethyl thiophosphoryl chloride is added into the mixed solution of 3, 5, 6-trichloropyridine-2-ethanol-sodium and water in a dripping way at the temperature of 45-70 DEG C under the condition that a catalytic amount of phase transfer catalyst exists for reaction, and then the target product which is dursban is collected from resultant of reaction; the pH value of a reaction system ranges from 10 to 12, the phase transfer catalyst is a multivariant compound phase transfer catalyst which is formed by 4-dimethylamino naphthyridine and more than one of trialkyl phenmethyl ammonium halide, tetra-allkyl ammonium halide, triethylene diamine or 4-methyl drewamine. The method adopts water as solvent, eliminates the recycling process of organic solvent, is simple and safe to operate, has little waste water, is easy to process and has high yield and product purity.

Description

technical field [0001] The invention relates to a preparation method of O,-O diethyl-O-(3,5,6-trichloro-2-pyridyl) phosphorothioate. Background technique [0002] O, -O diethyl-O-(3,5,6-trichloro-2-pyridyl) phosphorothioate, commonly known as chlorpyrifos, is a highly efficient and broad-spectrum organophosphorus insecticide and acaricide. It can be used in many crops such as citrus, cotton, corn, apple, pear, rice, peanut, soybean, wheat and tea tree to control green leafhopper, tea orange gall mite, cotton aphid, cotton red spider, wheat armyworm, rice planthopper, rice Leaf roller and other pests also have a good control effect on underground pests and parasites outside of livestock. [0003] The synthetic method of chlorpyrifos, the method that mainly adopts at home and abroad is organic solvent method and dual-solvent method, as described in U.S. Patent US4016225, US4814448, Chinese patent ZL03115270.8, these methods synthetic chlorpyrifos can obtain better result, and...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/58
Inventor 梅建明周长结
Owner SHANGHAI SHENGLIAN CHEM
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