3-bromo-6-methoxy-2-(4-methoxy-3-methylphenyl)benzo[b]thiophene 1-oxide

Base Information

• Chemical Name: 3-bromo-6-methoxy-2-(4-methoxy-3-methylphenyl)benzo[b]thiophene 1-oxide
• CAS No.: 1622308-14-8
• Molecular Formula: C₁₇H₁₅BrO₃S
• Molecular Weight: 379.274
• Mol file: 1622308-14-8.mol

Synonyms:3-bromo-6-methoxy-2-(4-methoxy-3-methylphenyl)benzo[b]thiophene 1-oxide

Chemical Property of 3-bromo-6-methoxy-2-(4-methoxy-3-methylphenyl)benzo[b]thiophene 1-oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-bromo-6-methoxy-2-(4-methoxy-3-methylphenyl)benzo[b]thiophene 1-oxide

There total 5 articles about 3-bromo-6-methoxy-2-(4-methoxy-3-methylphenyl)benzo[b]thiophene 1-oxide 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: 66.0%

3-bromo-6-methoxy-2-(4-methoxy-3-methylphenyl)benzo[b]thiophene → 3-bromo-6-methoxy-2-(4-methoxy-3-methylphenyl)benzo[b]thiophene 1-oxide (1622308-14-8)

Guidance literature:

With dihydrogen peroxide; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1.66667h;

DOI:10.1021/acs.jmedchem.7b01682

Reference yield:

6-methoxy-2-(4-methoxy-3-methylphenyl)-benzo[b]thiophene (414861-48-6) → 3-bromo-6-methoxy-2-(4-methoxy-3-methylphenyl)benzo[b]thiophene 1-oxide (1622308-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / tetrahydrofuran / 3 h / 0 - 25 °C

2: trifluoroacetic acid; dihydrogen peroxide / dichloromethane / 1.67 h / 20 °C

With N-Bromosuccinimide; dihydrogen peroxide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acs.jmedchem.7b01682

Reference yield:

2-methyl-4-bromoanisole (14804-31-0) → 3-bromo-6-methoxy-2-(4-methoxy-3-methylphenyl)benzo[b]thiophene 1-oxide (1622308-14-8)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate; chloro[2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2’,4’, 6’-triisopropyl- 1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); Trimethylacetic acid / N,N-dimethyl acetamide / 1.5 h / 150 °C / Microwave irradiation

2: N-Bromosuccinimide / tetrahydrofuran / 3 h / 0 - 25 °C

3: trifluoroacetic acid; dihydrogen peroxide / dichloromethane / 1.67 h / 20 °C

With N-Bromosuccinimide; chloro[2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2’,4’, 6’-triisopropyl- 1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); dihydrogen peroxide; potassium carbonate; trifluoroacetic acid; Trimethylacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide;

DOI:10.1021/acs.jmedchem.7b01682

upstream raw materials:

6-methoxy-2-(4-methoxy-3-methylphenyl)-benzo[b]thiophene

2-methyl-4-bromoanisole

6-methoxy-benzo[b]thiophene

Downstream raw materials:

(E)-3-(4-((6-hydroxy-2-(4-hydroxy-3-methylphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylic acid