6-BROMO-BENZO[B]THIOPHENE-2-CARBALDEHYDE

Base Information

• Chemical Name: 6-BROMO-BENZO[B]THIOPHENE-2-CARBALDEHYDE
• CAS No.: 19075-45-7
• Molecular Formula: C₉H₅BrOS
• Molecular Weight: 241.108
• Hs Code.: 2934999090
• Mol file: 19075-45-7.mol

Synonyms:6-BROMO-BENZO[B]THIOPHENE-2-CARBALDEHYDE;6-BroMobenzo[b]thiophene-2-carboxaldehyde

Chemical Property of 6-BROMO-BENZO[B]THIOPHENE-2-CARBALDEHYDE

Chemical Property:

• PSA: 45.31000
• LogP: 3.47630
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

6-Bromobenzo[b]thiophene-2-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 6-Bromobenzo[b]thiophene-2-carbaldehyde is an aryl-substituted isobenzofuran-1(3H)-one as an inhibitor of the lymphocyte pore-forming protein perforin.

Technology Process of 6-BROMO-BENZO[B]THIOPHENE-2-CARBALDEHYDE

There total 4 articles about 6-BROMO-BENZO[B]THIOPHENE-2-CARBALDEHYDE 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: 89.0%

6-Brombenzothiophen-2-methanol (374933-76-3) → 6-bromobenzo[b]thiophene-2-carbaldehyde (19075-45-7)

Guidance literature:

6-Brombenzothiophen-2-methanol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.583333h;

With triethylamine; In dichloromethane; at -78 - 20 ℃; for 1h;

Reference yield: 78.0%

→ 6-bromobenzo[b]thiophene-2-carbaldehyde (19075-45-7)

Guidance literature:

Reference yield:

4-bromo-2-fluorobenzaldehyde (57848-46-1) → 6-bromobenzo[b]thiophene-2-carbaldehyde (19075-45-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / Cooling with ice

1.2: 5 h / 55 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Cooling with ice

3.1: pyridinium chlorochromate / dichloromethane / 3 h

With lithium aluminium tetrahydride; potassium carbonate; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/c6ra18573h

upstream raw materials:

6-Brombenzothiophen-2-methanol

4-bromo-2-fluorobenzaldehyde

6-Brombenzothiophen-2-carbonsaeure-ethylester

Downstream raw materials:

6-bromo-1-benzothiophene-2-carbonitrile

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