94188-84-8

Basic information

• Product Name: methyl 2-(2-chlorophenyl)-2-(9-thia-4-azabicyclo[4.3.0]nona-7,10-dien-4-yl)acetate
• Synonyms: methyl 2-(2-chlorophenyl)-2-(9-thia-4-azabicyclo[4.3.0]nona-7,10-dien-4-yl)acetate;Clopidogrelum;Clopidogrelum [latin];Methyl 2-(2-chlorophenyl)-2-(4,5,6,7-tetrahydrothieno(3,2-C)pyridin-5-yl)acetate;Pcr 4099;Thieno(3,2-C)pyridine-5(4H)-acetic acid, alpha-(2-chlorophenyl)-6,7-dihydro-, methyl ester
• CAS NO: 94188-84-8
• Molecular Formula: C16H16ClNO2S
• Molecular Weight: 321.82174
• Mol File: 94188-84-8.mol
• Article Data: 113

Chemical Properties

• Appearance: /
• CAS DataBase Reference: methyl 2-(2-chlorophenyl)-2-(9-thia-4-azabicyclo[4.3.0]nona-7,10-dien-4-yl)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-(2-chlorophenyl)-2-(9-thia-4-azabicyclo[4.3.0]nona-7,10-dien-4-yl)acetate(94188-84-8)
• EPA Substance Registry System: methyl 2-(2-chlorophenyl)-2-(9-thia-4-azabicyclo[4.3.0]nona-7,10-dien-4-yl)acetate(94188-84-8)

Safety Data

• Hazardous Substances Data: 94188-84-8(Hazardous Substances Data)

Upstream product

• 28783-42-8 thieno[3,2-c]pyridine hydrochloride 
• 85259-19-4 methyl 2-bromo-2-(2-chlorophenyl)acetate 
• 213018-92-9 (S)-methyl 2-amino-2-(2-chlorophenyl)acetate hydrochloride salt 
• 865187-82-2 2-(2-bromoethyl)-3-(bromomethyl)thiophene 
• 909279-85-2 clopidogrel camphorsulfonate 
• 61380-07-2 2-(thiophen-2-yl)ethyl methanesulfonate 
• 67-56-1 methanol 
• 444728-13-6 (+)-α-(4,5,6,7-tetrahydrothieno[3,2-c]-5-pyridyl)-α-2-chlorophenylacetamide 
• 855522-41-7 (αS,7RS)-methyl-α-(7-hydroxy-4,5,6,7-tetrahydro-5-thieno[3,2-c]pyridyl)-o-chlorophenylacetate para-toluenesulfonate 
• 855522-40-6 (αS,7RS)-methyl-α-(7-hydroxy-4,5,6,7-tetrahydro-5-thieno[3,2-c]pyridyl)-o-chlorophenylacetate hydrochloride 
• 855522-39-3 (αS,7RS)-methyl-α-(7-hydroxy-4,5,6,7-tetrahydro-5-thieno[3,2-c]pyridyl)-o-chlorophenylacetate bisulfate 
• 50-00-0 formaldehyd 
• 141109-18-4 (+)-α-[(2-thien-2-yl)-ethylamino]-α-(2-chlorophenyl)methylacetate hydrochloride 
• 144750-42-5 (S)-(+)-2-(2-chlorophenyl)-2-(6,7-dihydrothieno-[3,2-c]pyridin-5(4H)-yl)acetic acid hydrochloride 

Downstream Products

• 144457-28-3 SR 26334 
• 1093351-62-2 C₁₆H₁₄⁽²⁾H₂ClNO₂S 
• 1351983-68-0 C₁₆H₁₈ClNO₄S 
• 767612-34-0 R-361015 

Relevant articles and documents

Copper (II) bromide catalysed one pot bromination and amination for the green, cost-effective synthesis of clopidogrel

Copper (II) bromide catalyzed one pot α-bromination and followed by amination of a benzylic ester is reported. The α-bromination of ester by copper (II) bromide generates copper (I) bromide and HBr. The copper (I) bromide is oxidized to copper (II) bromide by N-Methylmorpholine-N-Oxide (NMO) in presence of HBr. The amines undergo nucleophilic substitution reaction with α-brominated ester compound. This methodology was applied for the synthesis of the familiar antiplatelet drug clopidogrel. This green process is an alternate to classical methods for the synthesis of clopidogrel, which requires, generates stochiometric amount of brominating agents and HBr, respectively.

Preparation method of clopidogrel hydrogen sulfate and intermediate N-(2-thiopheneethyl) methyleneimine of clopidogrel hydrogen sulfate

The invention discloses a preparation method of clopidogrel hydrogen sulfate and an intermediate N-(2-thiophene ethyl) methyleneamine of the clopidogrel hydrogen sulfate. The synthesis method of the intermediate comprises the step of carrying out an Eschweiler-Clarke methylation reaction by taking 2-thiophene ethylamine and paraformaldehyde as raw materials to obtain the N-(2-thiophene ethyl) methyleneamine. The invention also provides a method for preparing clopidogrel hydrogen sulfate. According to the synthesis method provided by the invention, the required solid product (N-(2-thiopheneethyl) methyleneimine) is synthesized in one step, the synthesis method is simple, the qualified solid compound is directly obtained, the time and the raw material cost are saved, the storage and the transportation are convenient, the purity is good, the yield is high, and the synthesis method is suitable for industrial production.

Preparation method of clopidogrel hydrogen sulfate crystal form II

The invention discloses a preparation method of a clopidogrel hydrogen sulfate crystal form II. The method includes: preparation of (+)o-chlorophenylglycine methyl ester; preparation of (+)alpha-(2-thiophene ethylamino)-alpha-(2-chlorphenyl)methyl acetate hydrochloride; preparation of (+)clopidogrel free alkali; preparation of (+)clopidogrel camphorsulfonic acid double salt; hydrolysis of (+)clopidogrel camphorsulfonic acid double salt; and preparation of clopidogrel hydrogen sulfate. The preparation method of the clopidogrel hydrogen sulfate crystal form II provided by the invention optimizesthe synthesis process of clopidogrel hydrogen sulfate, selects cheap and easily available materials, adopts mild reaction conditions, and can achieve safe and environment-friendly production of a high-purity product.