141109-18-4

Basic information

• Product Name: (+)METHYL ALPHA-(2-THIENYLETHYLAMINO)(2-CHLOROPHENYL)ACETATE HCL
• Synonyms: (+)METHYL ALPHA-(2-THIENYLETHYLAMINO)(2-CHLOROPHENYL)ACETATE HCL;[RS]-(+/-)-METHYL-ALPHA-[2-THIENYLETHYLAMINE]-[2-CHLOROPHENYL]ACETATE HCL;METHYL A-[[2-(THIEN-2-YL)ETHYL]AMINO]-A-(2-CHLOROPHENYL)ACETATE HYDROCHLORIDE;Methyl 2-(2-chlorophenyl)-2-((2-(thiophen-2-yl)ethyl)aMino)acetate hydrochloride
• CAS NO: 141109-18-4
• Molecular Formula: C15H17Cl2NO2S
• Molecular Weight: 0
• Mol File: 141109-18-4.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 444°C at 760 mmHg
• Flash Point: 222.4°C
• Appearance: /
• Vapor Pressure: 2.73E-08mmHg at 25°C
• CAS DataBase Reference: (+)METHYL ALPHA-(2-THIENYLETHYLAMINO)(2-CHLOROPHENYL)ACETATE HCL(CAS DataBase Reference)
• NIST Chemistry Reference: (+)METHYL ALPHA-(2-THIENYLETHYLAMINO)(2-CHLOROPHENYL)ACETATE HCL(141109-18-4)
• EPA Substance Registry System: (+)METHYL ALPHA-(2-THIENYLETHYLAMINO)(2-CHLOROPHENYL)ACETATE HCL(141109-18-4)

Safety Data

• Hazardous Substances Data: 141109-18-4(Hazardous Substances Data)

Usage

General Description

(+)-Methyl alpha-(2-thienylethylamino)(2-chlorophenyl)acetate HCL is a chemical compound that belongs to the class of phenethylamine derivatives. It is a hydrochloride salt, which means that it is in the form of a crystalline powder that is soluble in water. (+)METHYL ALPHA-(2-THIENYLETHYLAMINO)(2-CHLOROPHENYL)ACETATE HCL is used primarily as a research chemical and is not intended for human or animal consumption. It has potential applications in the field of medicinal chemistry and drug discovery, and its properties and effects are areas of ongoing study and research. As with any chemical compound, proper handling and safety precautions must be observed when working with (+)-Methyl alpha-(2-thienylethylamino)(2-chlorophenyl)acetate HCL.

InChI:InChI=1/C15H16ClNO2S.ClH/c1-19-15(18)14(12-6-2-3-7-13(12)16)17-9-8-11-5-4-10-20-11;/h2-7,10,14,17H,8-9H2,1H3;1H

Upstream product

• 107-06-2 1,2-dichloro-ethane 
• 40412-06-4 2-(2-thienyl)ethyl tosylate 
• 67-56-1 methanol 
• 216249-44-4 [2-(thien-2-yl)ethylamino](2-chlorophenyl)acetamide 
• 141109-14-0 2-(2-chlorophenyl)glycine methyl ester hydrochloride 
• 141109-16-2 α-amino-(2-chlorophenyl)acetic acid methyl ester 
• 141109-20-8 methyl (S)-2-(2-chlorophenyl)-2-[2-(thien-2-yl)ethylamino]acetate 
• 141109-14-0 methyl (S)-(+)-2-amino-2-(2-chlorophenyl)acetate 
• 213018-92-9 (S)-methyl 2-amino-2-(2-chlorophenyl)acetate hydrochloride salt 

Downstream Products

• 120202-66-6 (S)-(+)-clopidogrel bisulfate 
• 1093351-54-2 C₁₆H₁₄⁽²⁾H₂ClNO₂S 

Relevant articles and documents

Preparation method of clopidogrel hydrogen sulfate intermediate

The present invention relates to a preparation method of a clopidogrel hydrogen sulfate intermediate. (+)-2-chlorophenylglycine methyl ester and alpha-thiopheneethanol p-toluenesulfonate are adopted as raw materials, a reaction solvent and an acid-binding agent are added for a condensation reaction, the condensation reaction process is divided into a first stage and a second stage, and when 60-95% of the condensation reaction is completed, first-stage reaction is completed; after the first-stage reaction is completed, firstly part of the reaction solvent is removed, and then second-stage reaction is carried out; and after the second-stage reaction is completed, a target product is obtained, namely the clopidogrel hydrogen sulfate intermediate. After the first-stage reaction is completed, part of the reaction solvent is removed firstly, and then the second-stage reaction is continued, so that the concentration of the reaction material can be increased in the later stage of the condensation reaction, the use amount of the reaction solvent is reduced, and racemization and side reaction in the reaction process are effectively inhibited, thereby improving the chiral purity of the product, increasing the yield, reducing the use of auxiliary materials greatly, and reducing the production cost.

Preparation method of sulfonic clopidogrel impurity

The invention discloses a preparation method of a sulfonic clopidogrel impurity. The preparation method comprises the following steps: reacting thiophene-2-ethanol with toluenesulfonyl chloride to generate p-toluenesulfonic acid-2-thienylethyl ester; carrying out esterification on o-chlorophenylglycine and methanol to generate o-chlorophenylglycine methyl ester; resolving the o-chlorophenylglycinemethyl ester by using L(+) tartaric acid; converting into free S-(+)-o-chlorophenylglycine methyl ester in dichloromethane; carrying out a condensation reaction on the p-toluenesulfonic acid-2-thienylethyl ester and the S-(+)-o-chlorophenylglycine methyl ester under an alkaline condition; acidifying the obtained product to generate (S)-2-(2-thienylethylamino)(2-chlorphenyl)methyl acetate, carrying out a condensation reaction on the (S)-2-(2-thienylethylamino)(2-chlorphenyl)methyl acetate and formaldehyde to obtain clopidogrel, and carrying out a reaction on the clopidogrel and chlorosulfonicacid to generate sulfonic clopidogrel impurity. The preparation method of the sulfonic clopidogrel impurity has the advantages of mild reaction conditions, accessible raw materials, low cost and highyield and purity.

Method for preparing D-(+)-alpha-(2-thiopheneethylamino)-alpha-(2-chlorophenyl)methyl acetate hydrochloride

The invention provides a novel method for preparing D-(+)-alpha-(2-thiopheneethylamino)-alpha-(2-chlorophenyl)methyl acetate hydrochloride, aiming at solving the technical problems of a traditional synthesis technology of the D-(+)-alpha-(2-thiopheneethylamino)-alpha-(2-chlorophenyl)methyl acetate hydrochloride that the technology is complicated, the cost is high and the yield is low. The method comprises the following steps: 1) preparing 2-bromothiophene; 2) preparing 2-thiopheneethanol; 3) preparing 2-thiopheneethanol p-toluenesulfonate; 4) preparing L-(+)-o-chlorophenylglycine methyl esterL-tartrate; 5) preparing the D-(+)-alpha-(2-thiopheneethylamino)-alpha-(2-chlorophenyl)methyl acetate hydrochloride. The preparation method provided by the invention is low in cost, high in yield andhigh in safety and is suitable for industrial production.