5-FLUORO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER

Base Information

• Chemical Name: 5-FLUORO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER
• CAS No.: 154630-32-7
• Molecular Formula: C10H7FO2S
• Molecular Weight: 210.229
• Hs Code.: 2934999090
• Mol file: 154630-32-7.mol

Synonyms:5-Fluorobenzothiophene-2-carboxylicacid methyl ester;Methyl 5-fluoro-1-benzothiophene-2-carboxylate;

Chemical Property of 5-FLUORO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 80-82 °C
• Refractive Index: 1.617
• Boiling Point: 308.344 °C at 760 mmHg
• Flash Point: 140.281 °C
• PSA: 54.54000
• Density: 1.355 g/cm³
• LogP: 2.82700
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

5-Fluoro-benzo[b]thiophene-2-carboxylicacidmethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-FLUORO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER

There total 3 articles about 5-FLUORO-BENZO[B]THIOPHENE-2-CARBOXYLIC 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: 91.0%

5-fluorobenzo[b]thiophene (70060-12-7) + carbon dioxide (124-38-9,18923-20-1) + methyl iodide (74-88-4) → methyl 5-fluorobenzo[b]thiophene-2-carboxylate (154630-32-7)

Guidance literature:

5-fluorobenzo[b]thiophene; carbon dioxide; With 18-crown-6 ether; cesium fluoride; lithium tert-butoxide; at 160 ℃; for 15h; under 760.051 Torr; Inert atmosphere; Sealed tube;

methyl iodide; at 60 ℃; for 2h;

DOI:10.1002/chem.201805926

Reference yield: 57.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + 2-(2,2-dibromovinyl)-4-fluorobenzenethiol (1191415-34-5) → methyl 5-fluorobenzo[b]thiophene-2-carboxylate (154630-32-7)

Guidance literature:

With palladium diacetate; potassium carbonate; ruphos; In tetrahydrofuran; at 110 ℃; for 15h; under 7757.43 Torr; Autoclave;

DOI:10.1021/ol200880m

Reference yield: 43.0%

2,5-difluorobenzaldehyde (2646-90-4) + Methyl thioglycolate (2365-48-2) → methyl 5-fluorobenzo[b]thiophene-2-carboxylate (154630-32-7)

Guidance literature:

With triethylamine; In dimethyl sulfoxide; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.5b01374

upstream raw materials:

methanol

carbon monoxide

2-(2,2-dibromovinyl)-4-fluorobenzenethiol

2,5-difluorobenzaldehyde

Downstream raw materials:

(5-fluorobenzo[b]thiophen-2-yl)methanol

5-fluorobenzo[b]thiophene

5-fluorobenzo[b]thiophene-2-carboxylic acid

5-fluorobenzo[b]thiophene-2-carboxaldehyde

Refernces

• 1、 Shigeno, Masanori,Hanasaka, Kazuya,Sasaki, Keita,Nozawa-Kumada, Kanako,Kondo, Yoshinori. "Direct Carboxylation of Electron-Rich Heteroarenes Promoted by LiO-tBu with CsF and [18]Crown-6". supporting information. p. 3235 - 3239. Retrieved 2019/02/13.
• 2、 Lim, Chae Jo,Woo, Seong Eun,Ko, Su Ik,Lee, Byung Ho,Oh, Kwang-Seok,Yi, Kyu Yang. "Benzo[b]thiophene-2-carboxamide derivatives as potent urotensin-II receptor antagonists". . p. 4684 - 4686. Retrieved 2016/09/13.