2-(Bromomethyl)-7-chloro-1-benzothiophene

Base Information

• Chemical Name: 2-(Bromomethyl)-7-chloro-1-benzothiophene
• CAS No.: 102246-40-2
• Molecular Formula: C₉H₆BrClS
• Molecular Weight: 261.57
• DSSTox Substance ID: DTXSID201269059
• Mol file: 102246-40-2.mol

Synonyms:2-(bromomethyl)-7-chloro-1-benzothiophene;102246-40-2;2-Bromomethyl-7-chloro-benzo[b]thiophene;2-(Bromomethyl)-7-chlorobenzo[b]thiophene;SCHEMBL1849107;DTXSID201269059;MFCD22196637;CS-0270586;EN300-104932

Chemical Property of 2-(Bromomethyl)-7-chloro-1-benzothiophene

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 259.90621
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

97% ^*data from raw suppliers

2-Bromomethyl-7-chloro-benzo[b]thiophene 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)Cl)SC(=C2)CBr

Technology Process of 2-(Bromomethyl)-7-chloro-1-benzothiophene

There total 2 articles about 2-(Bromomethyl)-7-chloro-1-benzothiophene 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: 48.0%

7-chloro-2-methylbenzo[b]thiophene (53299-67-5) → 2-(bromomethyl)-7-chloro-1-benzothiophene (102246-40-2)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; Irradiation;

DOI:10.1002/mrc.1260231006

Reference yield:

2-chlorothiphenol (6320-03-2) → 2-(bromomethyl)-7-chloro-1-benzothiophene (102246-40-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) N,N-dimethylaniline / 2.) heating

2: 48 percent / NBS, PhCO₂O₂CPh / Irradiation

With N-Bromosuccinimide; N,N-dimethyl-aniline; dibenzoyl peroxide;

DOI:10.1002/mrc.1260231006

Reference yield:

1-bromo-3-fluoro-5-(methylsulfonyl)benzene (1207970-78-2) + 2-(bromomethyl)-7-chloro-1-benzothiophene (102246-40-2) + bis(pinacol)diborane (73183-34-3) → 7-chloro-2-[3-fluoro-5-(methylsulfonyl)benzyl]-1-benzothiophene (1207970-79-3)

Guidance literature:

1-bromo-3-fluoro-5-(methylsulfonyl)benzene; bis(pinacol)diborane; With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In dichloromethane; dimethyl sulfoxide; at 75 ℃; for 2h;

2-(bromomethyl)-7-chloro-1-benzothiophene; With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; at 75 ℃; for 14h;

upstream raw materials:

7-chloro-2-methylbenzo[b]thiophene

2-chlorothiphenol

Downstream raw materials:

sertaconazole

7-chloro-2-[3-fluoro-5-(methylsulfonyl)benzyl]-1-benzothiophene