Methyl 6-chloro-1-benzothiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 6-chloro-1-benzothiophene-2-carboxylate
• CAS No.: 104795-85-9
• Molecular Formula: C10H7ClO2S
• Molecular Weight: 226.67938
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20594799
• Wikidata: Q82489706
• Mol file: 104795-85-9.mol

Synonyms:104795-85-9;Methyl 6-chlorobenzo[b]thiophene-2-carboxylate;Methyl 6-chloro-1-benzothiophene-2-carboxylate;MFCD09027103;Methyl 6-Chlorobenzothiophene-2-carboxylate;SCHEMBL1397715;DTXSID20594799;YKNFICOVOXVEIN-UHFFFAOYSA-N;AMY30512;AKOS005072813;GA-0927;SY104151;DB-308381;CS-0150787;Methyl6-chlorobenzo[b]thiophene-2-carboxylate;O11968;A922032;6-Chlorobenzo[b]thiophene-2-carboxylic acid methyl ester;6-chloro-benzo[b]thiophene-2-carboxylic acid methyl ester

Chemical Property of Methyl 6-chloro-1-benzothiophene-2-carboxylate

Chemical Property:

• Vapor Pressure: 9.66E-05mmHg at 25°C
• Melting Point: 107-109
• Boiling Point: 338.7°C at 760 mmHg
• Flash Point: 158.6°C
• PSA: 54.54000
• Density: 1.391g/cm³
• LogP: 3.34130
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 225.9855283
• Heavy Atom Count: 14
• Complexity: 234

Purity/Quality:

97% ^*data from raw suppliers

Methyl 6-chlorobenzo[b]thiophene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(S1)C=C(C=C2)Cl

Technology Process of Methyl 6-chloro-1-benzothiophene-2-carboxylate

There total 4 articles about Methyl 6-chloro-1-benzothiophene-2-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

4-chloro-2-fluorobenzaldehyde (61072-56-8) + Methyl thioglycolate (2365-48-2) → methyl 6-chlorobenzo[b]thiophene-2-carboxylate (104795-85-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 15h;

DOI:10.1016/j.ejmech.2019.04.024

Reference yield: 86.0%

4-Chloro-2-nitrobenzaldehyde (5551-11-1) + Methyl thioglycolate (2365-48-2) → methyl 6-chlorobenzo[b]thiophene-2-carboxylate (104795-85-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 24.5h;

Reference yield: 66.0%

3,6-dichloro-benzo[b]thiophene-2-carboxylic acid methyl ester (21211-18-7) → methyl 6-chlorobenzo[b]thiophene-2-carboxylate (104795-85-9) + dimethyl 6,6'-dichloro-3,3'-bi(1-benzothiophene)-2,2'-dicarboxylate

Guidance literature:

With copper; In N,N-dimethyl-formamide; at 170 ℃; for 16h;

DOI:10.1135/cccc20031020

upstream raw materials:

3,6-dichloro-benzo[b]thiophene-2-carboxylic acid methyl ester

4-Chloro-2-nitrobenzaldehyde

Methyl thioglycolate

4-chloro-2-fluorobenzaldehyde

Downstream raw materials:

6-chlorobenzo[b]thiophene-2-carboxylic acid