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Synthesis method of R-thiazolidine-2-thione-4-carboxylic acid

A technology of tetrahydrothiazole and synthesis method, applied in the direction of organic chemistry and the like, can solve the problems of low preparation efficiency, affecting industrialized production, long processing time, etc., and achieve the effects of simple preparation conditions, improved preparation efficiency, and reduced synthesis cost.

Inactive Publication Date: 2018-06-08
中山市小榄企业服务有限公司
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Problems solved by technology

[0003] The object of the present invention is to provide a kind of synthetic method of R-tetrahydrothiazole-2-thione-4-carboxylic acid, to solve the low preparation efficiency of the original preparation method proposed in the above-mentioned background technology, influence its industrialization production, the problem of long processing time

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  • Synthesis method of R-thiazolidine-2-thione-4-carboxylic acid

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preparation example Construction

[0017] see figure 1 , the present invention provides a technical solution: a synthetic method of R-tetrahydrothiazole-2-thione-4-carboxylic acid, the synthetic method of R-tetrahydrothiazole-2-thione-4-carboxylic acid Concrete synthetic steps are as follows:

[0018] S1: Prepare the reaction solution: select a 400ml beaker, and add CuSO to the beaker 4 , ZnSO 4 、Al 2 (SO 4 ) 3 mixed solution, the CuSO 4 , ZnSO 4 、Al 2 (SO 4 ) 3 The volume of the mixed solution is 240ml, inject NAOH solution into the mixed solution, the concentration of the NAOH solution is (60-75)%, adjust the pH value to 12-12.5;

[0019] S2: Add reactants to the reaction solution: inject β-chloroalanine and CS into the reaction solution prepared in step S1 2 , the β-chloroalanine and CS 2 According to the molar ratio of 1: (1.0-1.2) specific gravity ratio;

[0020] S3: Generate precipitation: Stir the beaker filled with the reaction liquid in step S2, and stir in the same direction for 30-50 min...

Embodiment approach

[0024] (1) β-Chloroalanine and CS 2 According to the molar ratio of 1:1.0 proportion ratio;

[0025] (2) β-Chloroalanine and CS 2 According to the specific gravity ratio of 1:1.1 in molar ratio;

[0026] (3) β-Chloroalanine and CS 2 According to the molar ratio of 1:1.2 proportion ratio.

[0027] Implementation results: after the reaction of the first group of embodiments, there is more β-chloroalanine remaining; the second group of embodiments has a relatively moderate proportion of reactants, which saves raw materials; 2 There are more left.

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Abstract

The invention belongs to the technical field of biological preparation and specifically discloses a synthesis method of R-thiazolidine-2-thione-4-carboxylic acid. The synthesis method of R-thiazolidine-2-thione-4-carboxylic acid comprises the following specific synthesis steps: S1, preparing a reaction liquid, namely selecting a 400ml beaker, adding a mixed solution of CuSO4, ZnSO4 and Al2(SO4)3 into the beaker, injecting an NAOH solution into the mixed solution, and regulating the PH value to be 12-12.5, wherein the volume of the mixed solution of CuSO4, ZnSO4 and Al2(SO4)3 is 240ml, and theconcentration of the NAOH solution is (60-75)%; S2, adding a reactant into the reaction liquid, namely injecting beta-chloroalanine and CS2 into the reaction liquid prepared in the step S1, wherein beta-chloroalanine and CS2 are proportioned according to the molar ratio of 1:(1.0-1.2); S3, generating a sediment; and S4, carrying out extraction. By using the synthesis method of R-thiazolidine-2-thione-4-carboxylic acid, preparation can be realized by simple synthesis steps, preparation conditions are relatively simple, the requirements for preparation conditions can be easily met, the synthesiscost can be reduced, and the preparation efficiency can be increased.

Description

technical field [0001] The invention relates to the technical field of biological preparation, in particular to a method for synthesizing R-tetrahydrothiazole-2-thione-4-carboxylic acid. Background technique [0002] R-tetrahydrothiazole-2-thione-4-carboxylic acid ((R)TTCA for short), contains two functional groups of carboxylic acid group and sulfamide group in the molecule, which has good chemoselectivity and chiral recognition Features. It can be used as a chiral source and a resolution reagent, and can also be used as an analgesic, a plant growth inhibitor, and a standard sample for determining CS2 content in urine samples, etc. Therefore, (R)TTCA compounds have attracted people's attention, and the original preparation method The preparation efficiency is low, which affects its industrial production, and the processing time is long. Therefore, we propose a synthetic method of R-tetrahydrothiazole-2-thione-4-carboxylic acid. Contents of the invention [0003] The obj...

Claims

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Application Information

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IPC IPC(8): C07D277/16
CPCC07D277/16
Inventor 梅锦初
Owner 中山市小榄企业服务有限公司
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