Detection method of 2-(thiophene-2-yl)ethyl p-toluenesulfonate and isomers thereof

A technology of p-toluenesulfonate and a detection method is applied in the field of detection of 2-ethyl p-toluenesulfonate and its isomers, which can solve the problems of affecting the purity and quality of raw materials, being difficult to separate, and the like, and achieve accuracy High, easy to operate, good sensitivity

Active Publication Date: 2020-04-24
北京鑫开元医药科技有限公司 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] 2-(thiophen-2-yl) ethyl p-toluenesulfonate is the key starting material for the synthesis of clopidogrel hydrogen sulfate, and in the process of synthesizing 2-(thiophen-2-yl) ethyl p-toluenesulfonate Often accompanied by the generation of by-product 2-(thiophen-3-yl)ethyl p-toluenesulfonate, the two are positional isomers on the thiophene ring, and positional isomer impurities are similar in nature due to the main components. The method is usually difficult to separate, and positional isomer impurities are often transferred to intermediates and even raw materials because they contain the same active group as the main component, directly affecting the purity and quality of raw materials
There is no detection method for 2-(thiophen-2-yl) ethyl p-toluenesulfonate and its isomers at present, so a kind of 2-(thiophen-2-yl) ethyl p-toluenesulfonate is established The detection method of its isomer 2-(thiophen-3-yl)ethyl p-toluenesulfonate is very important to control the quality of clopidogrel bisulfate from the source

Method used

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  • Detection method of 2-(thiophene-2-yl)ethyl p-toluenesulfonate and isomers thereof
  • Detection method of 2-(thiophene-2-yl)ethyl p-toluenesulfonate and isomers thereof
  • Detection method of 2-(thiophene-2-yl)ethyl p-toluenesulfonate and isomers thereof

Examples

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Embodiment 1

[0057] A detection method for 2-(thiophen-2-yl)ethyl p-toluenesulfonate and its isomers, comprising:

[0058] Step S1, dissolving 2-(thiophen-2-yl)ethyl p-toluenesulfonate in n-hexane to make a supply containing 1mg of 2-(thiophen-2-yl)ethyl p-toluenesulfonate per 1mL Test solution; 2-(thiophen-3-yl) ethyl p-toluenesulfonate was dissolved in n-hexane to make a solution containing 2 μg of 2-(thiophen-3-yl) ethyl p-toluenesulfonate per 1 mL Reference substance solution.

[0059] Step S2, dissolve 2-(thiophen-2-yl)ethyl p-toluenesulfonate and 2-(thiophen-3-yl)ethyl p-toluenesulfonate reference substance in n-hexane to prepare each 1mL containing 2 -(thiophen-2-yl)ethyl p-toluenesulfonate 1mg and 2-(thiophen-3-yl)ethyl p-toluenesulfonate 2μg system suitability solution.

[0060] In step S3, the test solution, the reference solution and the system suitability solution are subjected to normal-phase high-performance liquid chromatography detection. The instrument is an Agilent 1260...

Embodiment 2

[0065] A detection method for 2-(thiophen-2-yl)ethyl p-toluenesulfonate and its isomers, comprising:

[0066]Step S1, dissolving 2-(thiophen-2-yl)ethyl p-toluenesulfonate in n-hexane to make a supply containing 1mg of 2-(thiophen-2-yl)ethyl p-toluenesulfonate per 1mL Test solution; 2-(thiophen-3-yl) ethyl p-toluenesulfonate was dissolved in n-hexane to make a solution containing 2 μg of 2-(thiophen-3-yl) ethyl p-toluenesulfonate per 1 mL Reference substance solution.

[0067] Step S2, dissolve 2-(thiophen-2-yl)ethyl p-toluenesulfonate and 2-(thiophen-3-yl)ethyl p-toluenesulfonate reference substance in n-hexane to prepare each 1mL containing 2 -(thiophen-2-yl)ethyl p-toluenesulfonate 1mg and 2-(thiophen-3-yl)ethyl p-toluenesulfonate 2μg system suitability solution.

[0068] Step S3, the test solution, the reference solution and the system suitability solution are subjected to normal phase high performance liquid chromatography detection, the instrument is a Waters 2695-996 l...

Embodiment 3

[0073] A detection method for 2-(thiophen-2-yl)ethyl p-toluenesulfonate and its isomers, comprising:

[0074] Step S1, dissolving 2-(thiophen-2-yl)ethyl p-toluenesulfonate in n-hexane-absolute ethanol (50:50) to make every 1mL containing 2-(thiophen-2-yl)ethyl The test solution of 1.5 mg of ethyl p-toluenesulfonate; 2-(thiophen-3-yl) ethyl p-toluenesulfonate was dissolved in n-hexane-absolute ethanol (50:50) to make every 1mL A reference solution containing 10 μg of 2-(thiophen-3-yl)ethyl p-toluenesulfonate.

[0075] Step S2, dissolve 2-(thiophen-2-yl)ethyl p-toluenesulfonate and 2-(thiophen-3-yl)ethyl p-toluenesulfonate reference substance in n-hexane-absolute ethanol (50: 50), prepare each 1mL containing 2-(thiophen-2-yl)ethyl p-toluenesulfonate 1.5mg and 2-(thiophen-3-yl)ethyl p-toluenesulfonate and other known impurities 10 μg of system suitability solution.

[0076] Step S3, the test solution, the reference solution and the system suitability solution are subjected to ...

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Abstract

The invention belongs to the field of medicines, and particularly relates to a detection method and application of 2-(thiophene-2-yl)ethyl p-toluenesulfonate and isomers thereof. The detection methodcomprises the steps of preparing a test solution, a reference solution and a system applicability solution; and carrying out high performance liquid chromatography detection on the test solution, thereference solution and the system suitability solution, wherein the detection conditions are as follows: the chromatographic column comprises a chiral chromatographic column taking silica gel coated with cellulose-tri(4-methyl benzoate) as a filling agent, the mobile phase comprises a mixed solution of n-hexane and absolute ethyl alcohol, and the flow velocity of the mobile phase is 0.7mL/min-0. 9mL/min, the detection wavelength ranges from 220nm to 227nm, the column temperature of the chromatographic column is 25-40 DEG C. The detection method is good in sensitivity, high in accuracy, good inreproducibility, convenient to operate and good in durability, the quality of 2-(thiophene-2-yl)ethyl p-toluenesulfonate can be effectively controlled, and the detection method has important significance in controlling the quality of clopidogrel hydrogen sulfate from the source.

Description

technical field [0001] The invention belongs to the field of medicines, in particular to a detection method for 2-(thiophen-2-yl)ethyl p-toluenesulfonate and its isomers. Background technique [0002] 2-(thiophen-2-yl) ethyl p-toluenesulfonate is the key starting material for the synthesis of clopidogrel hydrogen sulfate, and in the process of synthesizing 2-(thiophen-2-yl) ethyl p-toluenesulfonate Often accompanied by the generation of by-product 2-(thiophen-3-yl)ethyl p-toluenesulfonate, the two are positional isomers on the thiophene ring, and positional isomer impurities are similar in nature due to the main components. The method is usually difficult to separate, and positional isomer impurities are often transferred to intermediates and even raw materials because they contain the same active group as the main component, directly affecting the purity and quality of raw materials. There is no detection method for 2-(thiophen-2-yl) ethyl p-toluenesulfonate and its isomer...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G01N30/02G01N30/06G01N30/86
CPCG01N30/02G01N30/06G01N30/8679G01N2030/027
Inventor 贾冰洁陈洪庞含宋玉杰苏小庭戴信敏
Owner 北京鑫开元医药科技有限公司
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