5-bromo-3-[(3,5-dimethylphenyl)sulfonyl]-1H-indole-2-carboxylic acid

Base Information

• Chemical Name: 5-bromo-3-[(3,5-dimethylphenyl)sulfonyl]-1H-indole-2-carboxylic acid
• CAS No.: 1140948-48-6
• Molecular Formula: C₁₇H₁₄BrNO₄S
• Molecular Weight: 408.272
• Mol file: 1140948-48-6.mol

Synonyms:5-bromo-3-[(3,5-dimethylphenyl)sulfonyl]-1H-indole-2-carboxylic acid

Chemical Property of 5-bromo-3-[(3,5-dimethylphenyl)sulfonyl]-1H-indole-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-bromo-3-[(3,5-dimethylphenyl)sulfonyl]-1H-indole-2-carboxylic acid

There total 4 articles about 5-bromo-3-[(3,5-dimethylphenyl)sulfonyl]-1H-indole-2-carboxylic acid 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: 96.0%

ethyl 5-bromo-3-[(3,5-dimethylphenyl)sulfonyl]-1H-indole-2-carboxylate (540740-72-5) → 5-bromo-3-[(3,5-dimethylphenyl)sulfonyl]-1H-indole-2-carboxylic acid (1140948-48-6)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; at 20 ℃; for 77h;

DOI:10.1021/jm801470b

Reference yield:

ethyl 5-bromoindolecarboxylate (16732-70-0) → 5-bromo-3-[(3,5-dimethylphenyl)sulfonyl]-1H-indole-2-carboxylic acid (1140948-48-6)

Guidance literature:

Multi-step reaction with 3 steps

1: Selectfluor / acetonitrile / 6 h / 20 °C

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 0 - 20 °C

3: lithium hydroxide / tetrahydrofuran; water / 24 h / 50 °C

With Selectfluor; 3-chloro-benzenecarboperoxoic acid; lithium hydroxide; In tetrahydrofuran; dichloromethane; water; acetonitrile;

DOI:10.1016/j.ejmech.2016.10.009

Reference yield:

ethyl 5-bromo-3-[(3,5-dimethylphenyl)thio]-1H-indole-2-carboxylate (540740-61-2) → 5-bromo-3-[(3,5-dimethylphenyl)sulfonyl]-1H-indole-2-carboxylic acid (1140948-48-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 0 - 20 °C

2: lithium hydroxide / tetrahydrofuran; water / 24 h / 50 °C

With 3-chloro-benzenecarboperoxoic acid; lithium hydroxide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/j.ejmech.2016.10.009

upstream raw materials:

ethyl 5-bromo-3-[(3,5-dimethylphenyl)sulfonyl]-1H-indole-2-carboxylate

ethyl 5-bromo-3-[(3,5-dimethylphenyl)thio]-1H-indole-2-carboxylate

ethyl 5-bromoindolecarboxylate

3,5-Dimethylthiophenol

Downstream raw materials:

ethyl 3-[N-[5-bromo-3-[(3,5-dimethylphenyl)sulfonyl]-1H-indole-2-carboxamido]]butanoate

methyl 3-[N-[5-bromo-3-[(3,5-dimethylphenyl)sulfonyl]-1H-indole-2-carboxamido]]propanoate

ethyl 2-[N-[5-bromo-3-[(3,5-dimethylphenyl)sulfonyl]-1H-indole-2-carboxamido]]acetate

ethyl 2-[N-[5-bromo-3-[(3,5-dimethylphenyl)sulfonyl]-1H-indole-2-carboxamido]]propanoate