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Improved method for synthesizing 2-mercaptobenzothiazole derivative

A technology of mercaptobenzothiazole and synthesis method, which is applied in the field of synthesis of 2-mercaptobenzothiazole derivatives, can solve the problems of insufficient conversion rate and high production cost, and achieve simple raw materials, high reaction yield, and economical synthesis The effect of time and cost

Inactive Publication Date: 2012-01-04
NANKAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Their synthetic methods are either similar to the synthetic methods reported in the above two patents or have rarely been reported. They also have problems such as high production costs and insufficient conversion rates.

Method used

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  • Improved method for synthesizing 2-mercaptobenzothiazole derivative
  • Improved method for synthesizing 2-mercaptobenzothiazole derivative
  • Improved method for synthesizing 2-mercaptobenzothiazole derivative

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0012] Add 59.6g of sulfur, 100g of carbon disulfide, and 123g of m-methoxyaniline into the reaction kettle, and stir at room temperature for 1h. The speed is 180-250r / min. Mix the reactants thoroughly. Seal the reactor well, fill the reactor with N 2 . The temperature was raised, and it took 40 minutes to raise the temperature to 200°C, and the reaction was stirred at this temperature for 3 to 5 hours. Cool after the reaction, dissolve the product with lye, and filter to remove insoluble by-products and resin impurities. The filtrate is acidified to obtain a product with a content of more than 99%. By optimizing the experimental conditions, the reaction yield can reach 96-100%.

Embodiment 2

[0014] Add 59.6g of sulfur, 100g of carbon disulfide, and 137g of m-ethoxyaniline into the reaction kettle, and stir for 1 hour at a speed of 180-250r / min. Mix the reactants thoroughly. Seal the reactor well, fill the reactor with N 2 . The temperature started to rise, and it took 40 minutes to raise the temperature to 208°C, and the reaction was stirred at this temperature for 4 to 5 hours. Cool after the reaction, dissolve the product with lye, and filter to remove insoluble by-products and resin impurities. The filtrate is acidified to obtain a product with a content of more than 99%. By optimizing the experimental conditions, the reaction yield can reach 96-100%.

Embodiment 3

[0016] Add 59.6g of sulfur, 100g of carbon disulfide, and 107g of o-toluidine into the reaction kettle, and stir for 1 hour at a speed of 180-250r / min. Mix the reactants thoroughly. Seal the reactor well, fill the reactor with N 2 . The temperature started to rise, and it took 70 minutes to raise the temperature to 240°C, and the reaction was stirred at this temperature for 3 to 4 hours. Cool after the reaction, dissolve the product with lye, and filter to remove insoluble by-products and resin impurities. The filtrate is acidified to obtain a product with a content of more than 99%. By optimizing the experimental conditions, the reaction yield can reach 94-100%.

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Abstract

The invention discloses an improved method for synthesizing a 2-mercaptobenzothiazole derivative. The method comprises the following steps of: putting relatively simple raw materials consisting of a phenylamine derivative, carbon disulfide and sulphur in a reaction kettle; introducing N2 till the reaction pressure is kept in a range of 6-15 MPa; raising the temperature to 200-260 DEG C; reacting for 2-5 h; dissolving the product by using alkali; filtering and removing side-effect impurities; and acidizing and separating the product, the content of which is above 99%. The reaction yield can be increased to 90-100% by optimizing a reaction condition. The method disclosed by the invention has the advantages that: the cost of reaction raw materials is saved; the reaction time is shortened; furthermore, the reaction purity and the yield are increased; and the method can be popularized for large-scale industrial production.

Description

technical field [0001] The technical scheme of the present invention relates to a synthesis method of 2-mercaptobenzothiazole derivatives. Background technique [0002] 2-Mercaptobenzothiazole derivatives are widely used in industrial production, medicine, pesticide and other fields. Among them, 2-mercaptobenzothiazole (MBT) is used as a rubber vulcanization accelerator, a corrosion inhibitor for copper and copper alloy materials, and a reagent for determining silver, cadmium, iridium, lead, platinum, etc. Its derivatives can be used as thiazole-based vulcanization accelerators, fungicidal pesticides, ligands, dyes, vulcanization accelerators, proteinase inhibitors, and bactericidal, herbicidal and antiviral drugs. There are many kinds of mercaptobenzothiazole derivatives, and their functional effects and reported synthetic methods are also different; intermediate. The synthesis method reported in US4454148 is obtained by reacting 2-amino-4-methoxythiophenol with carbon d...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D277/72
Inventor 邹小毛刘殿甲傅翠蓉李伟丁会娟臧福坤
Owner NANKAI UNIV
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