Synthesis method of captan or folpet

A synthesis method and folpet technology, which are applied in the synthesis of captan or folpet, and in the field of captan or folpet synthesis, can solve the problems of poor process stability, high environmental pressure, and easy damage. Achieve the effect of increasing environmental friendliness, increasing product yield, and reducing excessive dependence

Pending Publication Date: 2022-04-19
NINGXIA G R FINE CHEM CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] 1. The raw material 1,2,3,6-tetrahydrophthalimide or phthalimide, sodium hydroxide and alkali need to form a salt first, and there will be 1,2,3 , Alkaline hydrolysis of 6-tetrahydrophthalimide or phthalimide, and the reaction system has been in an alkaline environment during the reaction, which will cause the raw materials and continuously generated products to be in the reaction process Alkaline hydrolysis occurs, resulting in a reduction in product yield;
[0009] 2. In order to avoid excessive alkaline hydrolysis of raw materials and products, high-concentration lye cannot be used, only low-concentration lye can be used, which will inevitably produce a large amount of waste water and put a greater pressure on environmental protection;
[0010] 3. Captan and folpet are hydrophobic, so general stirring cannot be used in the preparation process, and a high-speed homogeneous mixer must be used for strong mixing. However, this kind of mixing equipment is expensive and easy to damage, and it also produces more problems due to the fragility of the equipment. Large instability, which in turn leads to poor process stability, unstable product quality and yield, high dependence on equipment, and high maintenance costs
[0011] 4. The reaction solution obtained during the reaction is a solid-liquid two-phase, unreacted raw materials and other impurities will be precipitated from the water phase and adhere to the product, especially perchloromethanethiol, which has a strong odor and high toxicity, and remains in the The product will cause unqualified products and heavy odor, which will cause workers to be unable to operate during post-processing and filtration, and the quality of the obtained products will be low, thus affecting industrial production
The product yield of fendan synthesized by this method is 83-85% through experiments, and the product purity is 96%. Although the product purity is improved after the introduction of organic solvent, the raw material phthalimide of fendan is sensitive to alkali. When the solution enters the lye, a large amount of alkaline hydrolysis will first occur, and the reaction system is not homogeneous, and the main reaction is difficult, resulting in a low yield of the product

Method used

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  • Synthesis method of captan or folpet
  • Synthesis method of captan or folpet
  • Synthesis method of captan or folpet

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] Take 31.50g of perchloromethanethiol (purity 96.80%, 0.164mol) and 25.0g of 1,2,3,6-tetrahydrophthalimide (purity 98.00%, 0.162mol) according to the molar ratio of 1.01:1. ). Take 100.00g 1,2-dichloroethane, 0.25g tetrabutylammonium bromide; mix perchloromethanethiol, 1,2,3,6-tetrahydrophthalimide, 1,2- Add dichloroethane and tetrabutylammonium bromide into the three-necked flask, stir evenly, then add 34.40g (0.172mol) of 20% sodium hydroxide solution dropwise at a controlled speed of 1000rpm and below 25°C, and the dropping time is 70-90min After the dropwise addition, keep warm for 30 minutes, then raise the temperature to 60°C and keep it purified for 1 hour, then cool down to room temperature after the keep warm, filter with suction, and wash to obtain 47.29 g (0.154 mol) of captan technical product. The purity of the product detected by HPLC is 97.89%. (i.e. 1,2,3,6-tetrahydrophthalimide, the same below) content of 0.50%, moisture content of 0.03%, sodium chlorid...

Embodiment 2

[0056] Captan was prepared according to the method of Example 1, except that the catalysts used were different, as shown in Table 1 below.

[0057]

Embodiment 3

[0059] Take 33.50g of perchloromethanethiol (purity 96.80%, 0.174mol) and 1,2,3,6-tetrahydrophthalimide 30.00g (purity 98.00%, 0.194mol) according to the molar ratio of 0.9:1. ), take 120.00g of chlorobenzene according to 4 times the mass of 1,2,3,6-tetrahydrophthalimide, according to the mass of 1,2,3,6-tetrahydrophthalimide 0.5% Take 0.15g of tetrabutylammonium bromide, add them into the three-necked flask and stir evenly, then add 142.50g (0.103mol) of 10% potassium carbonate solution dropwise at a controlled speed of 2000 rpm and below 25°C, and the dropping time is 30 -50min, after the dropwise addition, keep warm for 60min, raise the temperature to 60°C and keep it purified for 1h, then cool down to room temperature at the end of the warming, filter with suction, and wash to get 50.40g (0.164mol) of captan technical product. The purity of the product detected by HPLC is 97.60%. The amine content is 0.60%, the moisture content is 0.02%, and the sodium chloride content is ...

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Abstract

The invention discloses a synthesis method of captan or folpet, which comprises the following steps: uniformly mixing 1, 2, 3, 6-tetrahydrophthalimide or phthalimide, perchloromethyl mercaptan, an organic solvent and a catalyst to obtain a mixture a; or uniformly mixing 1, 2, 3, 6-tetrahydrophthalimide or phthalimide, an organic solvent and a catalyst to obtain a mixture b; dropwise adding an inorganic alkali aqueous solution into the obtained mixture a, and after dropwise adding, carrying out heat preservation for reaction to synthesize captan or folpet; or respectively dropwise adding perchloromethyl mercaptan and an aqueous solution of inorganic alkali into the obtained mixture b, and carrying out heat preservation and reaction after dropwise adding is completed, so as to synthesize captan or folpet. The organic solvent, the catalyst and the water are introduced at the same time, the operation mode is optimized, excessive contact of the raw materials, the product and alkali is reduced, decomposition of the raw materials and the product is reduced, the product yield is increased, the wastewater amount is greatly reduced, the environmental protection requirement is greatly reduced, and the environmental friendliness is greatly improved.

Description

technical field [0001] The invention relates to a synthesis method of captan or folpet, in particular to a synthesis method of captan or folpet with simple and reliable operation, less waste water generation and low equipment dependence, and belongs to the technical field of chemical synthesis. Background technique [0002] Captan, the common name is Captan, also known as Captan, the chemical name is N-(trichloromethylthio)-cyclohex-4-ene-1,2-dicarboximide, which is produced by Chevron Chemical Company A low-toxic, broad-spectrum organosulfur fungicide developed in common use has good control effects on various diseases of wheat, rice, corn, cotton, vegetables, fruit trees, melons, tobacco and other crops. Captan is still a best-selling fungicide until now, and its chemical structural formula is as follows: [0003] [0004] Folpet, chemical name N-trichloromethylthiophthalimide, other names Felton, Falton, Bencapton, is a derivative of phthalimide, It belongs to trichl...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/48
CPCC07D209/48
Inventor 李志清李现顺霍晓凯刘爽董国良贾文涛程朝阳孟楠杨茂林
Owner NINGXIA G R FINE CHEM CO LTD
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