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Preparation method of carbendazim

A technology of carbendazim and synthesis method, which is applied in the field of organic chemical synthesis of pesticide molecules, can solve the problems of high safety risk of carbendazim synthesis, achieve significant commercial value and potential, mild reaction conditions, and low reaction energy barrier

Inactive Publication Date: 2021-08-24
深圳市谦陌通辰实验有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0014] Aiming at the deficiencies of the prior art, in order to solve the problems of large safety risks in the synthesis of carbendazim, the present invention provides an innovative synthesis method designed independently

Method used

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  • Preparation method of carbendazim
  • Preparation method of carbendazim
  • Preparation method of carbendazim

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Experimental program
Comparison scheme
Effect test

Embodiment approach

[0017] According to one embodiment of the present invention, the synthesis method comprises the following steps:

[0018] S1.2-Aminobenzimidazole is acylated with dimethyl dialkanoate in an organic solvent under the action of a catalytic reagent to generate methyl-1H-benzimidazol-2-yl-carbamate, Carbendazim;

[0019] Preferably, in step S1, the catalytic reagent is iodine, and the organic solvent is methanol.

[0020] Catalytic reagents and organic solvents are used in step S1: the catalytic reagents are iodine, triethylamine, N,N-diisopropylethylamine, 4-dimethylaminopyridine, pyridine, sodium methoxide, potassium ethoxide, tert-butanol Potassium; the organic solvent is at least one of water, dioxane, dichloromethane, tetrahydrofuran, N,N-dimethylformamide, methanol, ethanol, isopropanol or a combination thereof; preferably, the The catalytic reagent is iodine, and the organic solvent is methanol.

[0021] Compared with the existing synthetic methods, the synthetic route p...

Embodiment 1

[0031]

[0032] Take a round bottom flask with a built-in stirring bar. To this was added 2-aminobenzimidazole (0.2 g, 1.5 mmol), dimethyl dialkanoate (0.3 g, 2.25 mmol), iodine (38 mg, 0.15 mmol) and methanol (10 ml). The resulting mixture was stirred and reacted at room temperature for 1 hour. After the completion of the reaction was monitored by TLC, the organic solvent was evaporated to obtain a crude product. The crude product was dissolved in dichloromethane (50ml), and distilled water (50ml) was added. The organic phase was separated and the aqueous phase was washed 3 times with dichloromethane (50 ml). The organic phases were combined and evaporated to dryness, and the obtained crude product was recrystallized and purified using ethanol to obtain methyl-1H-benzimidazol-2-yl-carbamate as a white solid with a yield of 92%. The purity calculated by H NMR spectrum was 92%.

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Abstract

The invention discloses a preparation method of carbendazim. According to the method, carbendazim is prepared through acylation reaction which is mild in reaction condition and extremely high in reaction efficiency. The optimal preparation method of carbendazim is screened through a large number of experiments, the whole process is reasonable in design, and the process is easy to operate and efficient. Meanwhile, the reaction yield can be greatly increased (up to 92% or above), side reactions can be reduced, the reaction efficiency can be improved, the energy consumption required by the reaction can be reduced, the production cost can be greatly reduced, and the method has a very good application prospect.

Description

Technical field [0001] The invention belongs to the field of organic chemical synthesis of pesticide molecules, and specifically relates to the preparation and industrialization of carbendazim, a pesticide molecule, using a self-designed and innovative synthesis method. Background technique [0002] As a fungicide, carbendazim was first developed by DuPont in the United States in the 1960s. It has been best-selling for more than 50 years and was once synonymous with fungicides. It is systemic and is a high-efficiency, low-residue, broad-spectrum fungicide. Its main mechanism of action is to interfere with the mitotic process of bacterial cells and affect the mitotic process of pathogens, thereby achieving the purpose of killing pathogens. Can be used for foliar spray, seed treatment, soil treatment, etc. It can effectively prevent and control a variety of crop diseases caused by fungi, has low toxicity, is affordable, and is widely used in our country. [0003] Carbendazi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D235/32
CPCC07D235/32
Inventor 颜春云黄俊川
Owner 深圳市谦陌通辰实验有限公司
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