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Preparation method of thiophanate methyl raw pesticide

A technology of thiophanate-methyl and sodium thiocyanate, which is applied in the field of pesticides, can solve the problems of large catalyst usage, high moisture content, and product odor, so as to save physical labor, increase product yield, Avoid secondary product effects

Inactive Publication Date: 2011-05-25
XINYI AGRI CHEM PLANT JIANGSU PROV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The synthetic method of all products on the market all is to use polar organic solvents such as ethyl acetate as solvent, utilizes sodium thiocyanate, N, N-dimethylaniline, methyl chloroformate and o-phenylenediamine in anhydrous It is synthesized under environmental conditions, so the raw materials have extremely high requirements on moisture content (<0.2%). For example, sodium thiocyanate needs to be pre-dried before use, and the catalyst is used in a large amount. The product has a certain stench, and due to ethyl acetate, The solubility of the product is relatively large, and a considerable part of the secondary product (low content, dark color) will be produced during the production process, and the amount of waste water is too large

Method used

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  • Preparation method of thiophanate methyl raw pesticide
  • Preparation method of thiophanate methyl raw pesticide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Add 26.3g of sodium thiocyanate (Mr=81, 0.318mol, 98% industrial product), 159ml of acetone and 1.5g of catalyst in a 500ml reaction flask with mechanical stirring, thermometer, dropping funnel and reflux condenser N,N-Dimethylaniline, start stirring, heat the mixture to 35°C, drop 30.7g (Mr=94.5, 0.318mol, 98%, industrial product) methyl chloroformate into the reaction flask in 0.5h, After the dropwise addition is completed, keep the heat preservation reaction for 10 minutes. After the heat preservation is completed, slowly add 17.7g (Mr=108, 0.15mol, industrial product) o-phenylenediamine. After completion, time the reaction for 0.5h, reduce the temperature of the system to below 15°C, filter, and dry to obtain about 50.8g of thiophanate-methyl product with a content of 98.6% and a yield of 97.5%.

Embodiment 2

[0022] Add 26.3g of sodium thiocyanate (Mr=81, 0.318mol, 98% industrial product), 95ml of THF and 0.5g of catalyst in a 500ml reaction flask with mechanical stirring, thermometer, dropping funnel and reflux condenser Triethylamine, start stirring, heat the mixture to reflux state (57°C), drop 30.7g (Mr=94.5, 0.318mol98%, industrial product) methyl chloroformate into the reaction flask in 1h, the dropwise addition is completed, Heat preservation reaction for 10 minutes. After the heat preservation is completed, slowly add 15.7g (Mr=108, 0.145mol, industrial product) o-phenylenediamine. At this time, the reaction mixture is exothermic violently, and the reflux state is maintained. The addition is completed in about 1 hour, and the reaction is timed. After 0.5h, lower the temperature of the system to below 15°C, filter, and dry to obtain about 50.4g of thiophanate-methyl product, with a content of 99.2%, and a yield of 97.32%.

Embodiment 3

[0024] Add 26.3g of sodium thiocyanate (Mr=81, 0.318mol, 98% industrial product), 120ml of 1,4-bis Oxyhexane and 0.5g catalyst N,N-dimethylaniline, start stirring, the mixture is heated to 45 ° C, 30.7g (Mr=94.5, 0.318mol98%, industrial product) methyl chloroformate in 0.5h Drop it into the reaction bottle, after the dropwise addition is completed, keep the temperature for 10 minutes. ℃, about 1 hour after the addition, time the reaction for 1 hour, lower the temperature of the system to below 15 ℃, filter, and dry to obtain about 50.5 g of thiophanate-methyl product with a content of 98.1% and a yield of 96.4%.

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Abstract

The invention relates to a preparation method of thiophanate methyl. The method is characterized in that: a water-soluble solvent is taken as a reaction solvent, so that high requirement of a reaction on water content is lowered, sodium thiocyanate serving as a major raw material is not required to be dried (the originally-required water content is less than 0.2 percent), energy consumption is saved greatly and a large amount of physical labor is saved; the using amount of a catalyst is lowered to be about a quarter of the original using amount, so that odor in a product disappears and medicament application to the product is facilitated; the product is not required to be transformed by using a large amount of water, so that the amount of waste water is reduced greatly and the product is more environmentally-friendly; cooking treatment is not needed, so that a secondary product is prevented and product cost is lowered greatly; and product yield is increased greatly, product quality is enhanced greatly, product content is greatly increased from about 97 percent on average to 98.6 percent on average and partially reaches 99 percent, and the product is more accordant with export requirement.

Description

technical field [0001] The invention belongs to the technical field of pesticides, and in particular relates to a preparation method of the original drug of thiophanate-methyl. Background technique [0002] Thiophanate-methyl (commonly known as Thiophantate-Methyl in English, alias: Topsin-M) is a wide range of benzimidazoles developed and produced by Nippon Soda Co., Ltd. Spectrum systemic fungicide. It is suitable for preventing and controlling various fungal diseases on wheat, rice, cotton, vegetables, flowers and other crops. It is a low toxicity fungicide. [0003] The synthetic method of all products on the market all is to use polar organic solvents such as ethyl acetate as solvent, utilizes sodium thiocyanate, N, N-dimethylaniline, methyl chloroformate and o-phenylenediamine in anhydrous It is synthesized under environmental conditions, so the raw materials have extremely high requirements on moisture content (<0.2%). For example, sodium thiocyanate needs to be...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C335/28
Inventor 郑善龙巩绪干纪传武
Owner XINYI AGRI CHEM PLANT JIANGSU PROV
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