6-BROMO-BENZO[B]THIOPHENE-2-CARBOXY LIC ACID METHYL ESTER

Base Information

• Chemical Name: 6-BROMO-BENZO[B]THIOPHENE-2-CARBOXY LIC ACID METHYL ESTER
• CAS No.: 360576-01-8
• Molecular Formula: C10H7 Br O2 S
• Molecular Weight: 271.134
• Hs Code.: 2934999090
• Mol file: 360576-01-8.mol

Synonyms:6-Bromo-1-benzothiophene-2-carboxylicacid methyl ester; 6-Bromo-benzo[b]thiophene-2-carboxylic acid methyl ester;6-Bromobenzothiophene-2-carboxylic acid methyl ester; Methyl6-bromo-1-benzothiophene-2-carboxylate; Methyl6-bromobenzo[b]thiophene-2-carboxylate

Chemical Property of 6-BROMO-BENZO[B]THIOPHENE-2-CARBOXY LIC ACID METHYL ESTER

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 117-119°
• Refractive Index: 1.663
• Boiling Point: 358.878°C at 760 mmHg
• Flash Point: 170.844°C
• PSA: 54.54000
• Density: 1.623g/cm³
• LogP: 3.45040
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-Bromobenzothiophene-2-carboxylic Acid Methyl Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 6-Bromobenzo[b]thiophene-2-carboxylic acid methyl ester is used in the synthesis of benzothiophene derivatives as histone deacetylase inhibitors.

Technology Process of 6-BROMO-BENZO[B]THIOPHENE-2-CARBOXY LIC ACID METHYL ESTER

There total 9 articles about 6-BROMO-BENZO[B]THIOPHENE-2-CARBOXY LIC ACID METHYL ESTER 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: 94.0%

Methyl thioglycolate (2365-48-2) + 4-bromo-2-fluorobenzaldehyde (57848-46-1) → 6-bromo-benzo[b]thiophene-2-carboxylic acid methyl ester (360576-01-8)

Guidance literature:

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

DOI:10.1016/j.ejmech.2019.04.024

Reference yield: 81.0%

methyl thioglycolate + 4-bromo-2-fluorobenzaldehyde (57848-46-1) → 6-bromo-benzo[b]thiophene-2-carboxylic acid methyl ester (360576-01-8)

Guidance literature:

With triethylamine; In dimethyl sulfoxide; at 80 - 90 ℃; for 2h;

DOI:10.1016/j.tetlet.2013.01.033

Reference yield: 46.4%

4-bromo-2-fluorobenzaldehyde (57848-46-1) → 6-bromo-benzo[b]thiophene-2-carboxylic acid methyl ester (360576-01-8)

Guidance literature:

Methyl thioglycolate; With sodium hydride; In dimethyl sulfoxide; at 20 ℃;

4-bromo-2-fluorobenzaldehyde; In dimethyl sulfoxide; for 0.166667h;

upstream raw materials:

methanol

6-bromo-1-benzothiophene-2-carboxylic acid

6-bromobenzothiophene-3-carboxylic acid

Methyl thioglycolate

Downstream raw materials:

6-bromo-1-benzothiophene-2-carboxylic acid

6-bromobenzothiophene

6-Brombenzothiophen-2-methanol

6-bromo-2-methylbenzo[b]thiophene

Refernces

• 1、 Li, Wen-Zhen,Xi, Hui-Zhi,Wang, Yi-Jie,Ma, Hong-Bo,Cheng, Zhi-Qiang,Yang, Yu,Wu, Meng-Ling,Liu, Ting-Mei,Yang, Wen,Wang, Qin,Liao, Meng-Ya,Xia, Yong,Zhang, Yi-Wen. "Design, synthesis, and biological evaluation of benzo[b]thiophene 1,1-dioxide derivatives as potent STAT3 inhibitors". . p. 835 - 849. Retrieved 2021/09/02.
• 2、 -. "HDAC inhibitor and preparation method and application thereof". Paragraph 0219-0222. . Retrieved 2020/11/12.