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Synthesis preparation method of 2-mercaptothiazole

A technology of mercaptothiazole and bromothiazole, applied in the direction of organic chemistry and the like, can solve the problems of difficult industrialized production, low yield, complicated process and the like

Inactive Publication Date: 2011-01-19
卫洁
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The method for preparing 2-mercaptothiazole mainly uses 2-aminothiazole to prepare 2-mercaptothiazole through the following route, but the process is complicated and the yield is low, so it is difficult to apply to industrial production

Method used

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  • Synthesis preparation method of 2-mercaptothiazole
  • Synthesis preparation method of 2-mercaptothiazole

Examples

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Embodiment 1

[0008] Embodiment 1: in a four-necked flask equipped with a stirrer, a thermometer, a condenser tube (the top needs to add a calcium chloride drying tube) and a constant pressure dropping funnel, dissolve 2.5g 85 with 250mL 1:1 ethanol-aqueous solution. % phosphoric acid and 6.9 g of sodium dihydrogen phosphate, and then slowly added 8.2 g (0.05 mol) of 2-bromothiazole and 24.8 g (0.1 mol) of sodium thiosulfate pentahydrate. At this time, the temperature of the reaction solution was gradually raised to a slight reflux, and this state was maintained for 22 hours. After the reaction is finished, filter while hot, and rotary-evaporate the filtrate to obtain a crude product. Thereafter, the obtained crude product was dissolved in chloroform, filtered, and the solvent was evaporated to obtain 3.7 g of white flaky crystals with a yield of 63% and a melting point of 75-76°C.

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PUM

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Abstract

The invention discloses a synthesis preparation method of 2-mercaptothiazole. In the technical scheme of the invention, the synthesis preparation method of the 2-mercaptothiazole is characterized by comprising the following steps of: reacting 2-bromothiazole used as a starting raw material with sodium thiosulfate under the catalysis of phosphoric acid, wherein the reaction solution is alcohol-water mixed solution, and no stable midbody exists in the reaction process since the midbody is immediately hydrolyzed into corresponding 2-mercaptothiazole once generated; dissolving the 2-mercaptothiazole and double amount of sodium thiosulfate in the alcohol-water solution, and acidizing with the phosphoric acid; refluxing for 22 hours, and then carrying out hot filtration and steaming to remove a solvent to obtain the 2-mercaptothiazole. Although the reaction has low demand on the acidity of the reaction solution, the good yield can not be obtained if pH value is not proper, and therefore, a given amount of monosodium phosphate is added to serve as a buffering agent before the temperature rise of the reaction solution. Under the optimum condition, the reaction yield is 63 percent.

Description

technical field [0001] The invention relates to a reaction of generating a heterocyclic thiol from a heterocyclic halide and sodium thiosulfate, the reaction requires the presence of an acid, and after the reaction is completed, a thiosulfuric acid intermediate can be hydrolyzed to obtain a product thiol. The invention belongs to the technical field of organic synthesis. Background technique [0002] 2-Mercaptothiazole is an important organic chemical raw material, which can be used for the synthesis of spices such as 2-methylmercaptothiazole and 2-furfurylmercaptothiazole. In the rubber industry, mercaptothiazole and its derivatives are often used as vulcanization accelerators. In addition, thiazoles also have important uses in pharmaceutical intermediates and pesticide chemicals due to their good biological and pharmacological activities. [0003] The method for preparing 2-mercaptothiazole mainly uses 2-aminothiazole to prepare 2-mercaptothiazole through the following r...

Claims

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Application Information

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IPC IPC(8): C07D277/36
Inventor 卫洁
Owner 卫洁
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