Methyl 3-bromobenzo[b]thiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 3-bromobenzo[b]thiophene-2-carboxylate
• CAS No.: 34128-30-8
• Molecular Formula: C10H7BrO2S
• Molecular Weight: 271.134
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID50481885
• Wikidata: Q82317565
• Mol file: 34128-30-8.mol

Synonyms:Methyl 3-bromobenzo[b]thiophene-2-carboxylate;34128-30-8;METHYL 3-BROMO-1-BENZOTHIOPHENE-2-CARBOXYLATE;SCHEMBL1805430;DTXSID50481885;XFONNRDVFHFOGX-UHFFFAOYSA-N;MFCD20526506;FT-0715598;Methyl3-bromobenzo[b]thiophene-2-carboxylate;E91985;A852554

Chemical Property of Methyl 3-bromobenzo[b]thiophene-2-carboxylate

Chemical Property:

• PSA: 54.54000
• LogP: 3.45040
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 269.93501
• Heavy Atom Count: 14
• Complexity: 234

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C2=CC=CC=C2S1)Br

Technology Process of Methyl 3-bromobenzo[b]thiophene-2-carboxylate

There total 9 articles about Methyl 3-bromobenzo[b]thiophene-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: 100.0%

3-bromo-benzo[b]thiophene-2-carboxylic acid (29174-66-1) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 3-bromobenzothiophene-2-carboxylate (34128-30-8)

Guidance literature:

In methanol; diethyl ether; toluene; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201209582

Reference yield: 96.0%

methanol (67-56-1) + 3-bromo-benzo[b]thiophene-2-carboxylic acid (29174-66-1) → methyl 3-bromobenzothiophene-2-carboxylate (34128-30-8)

Guidance literature:

With hydrogenchloride; for 72h;

Reference yield: 93.0%

3-Bromothianaphthene (7342-82-7) + carbon dioxide (124-38-9,18923-20-1) + methyl iodide (74-88-4) → methyl 3-bromobenzothiophene-2-carboxylate (34128-30-8)

Guidance literature:

3-Bromothianaphthene; carbon dioxide; With 18-crown-6 ether; cesium fluoride; lithium tert-butoxide; at 160 ℃; for 1h; under 760.051 Torr; Inert atmosphere; Sealed tube;

methyl iodide; at 60 ℃; for 2h;

DOI:10.1002/chem.201805926

upstream raw materials:

methanol

3-bromo-benzo[b]thiophene-2-carboxylic acid

phenylpropyolic acid

methyl iodide

Downstream raw materials:

methyl benzo[b]thiophene-2-carboxylate

methyl 3-[(4-fluorophenyl)ethynyl]benzo[b]thiophene-2-carboxylate

methyl 3-[(2-fluorophenyl)ethynyl]benzo[b]thiophene-2-carboxylate

methyl 3-(phenylethynyl)benzo[b]thiophene-2-carboxylate