3-(2,2-dibromovinyl)-N-p-toluensulfonylindole

Base Information

• Chemical Name: 3-(2,2-dibromovinyl)-N-p-toluensulfonylindole
• CAS No.: 765914-02-1
• Molecular Formula: C₁₇H₁₃Br₂NO₂S
• Molecular Weight: 455.17
• Mol file: 765914-02-1.mol

Synonyms:3-(2,2-dibromovinyl)-N-p-toluensulfonylindole

Chemical Property of 3-(2,2-dibromovinyl)-N-p-toluensulfonylindole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2,2-dibromovinyl)-N-p-toluensulfonylindole

There total 3 articles about 3-(2,2-dibromovinyl)-N-p-toluensulfonylindole 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: 93.0%

1-(4-tolylsulfonyl)indole-3-carboxaldehyde (50562-79-3) + carbon tetrabromide (558-13-4) → 3-(2,2-dibromovinyl)-N-p-toluensulfonylindole (765914-02-1)

Guidance literature:

With triphenylphosphine; In dichloromethane; at -78 ℃; for 0.0833333h;

DOI:10.1021/jo049381f

Reference yield:

Indole-3-carboxaldehyde (487-89-8,1228547-52-1) → 3-(2,2-dibromovinyl)-N-p-toluensulfonylindole (765914-02-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 1 h / Reflux; Inert atmosphere

2.1: triphenylphosphine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

With sodium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c4cc06962e

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → 3-(2,2-dibromovinyl)-N-p-toluensulfonylindole (765914-02-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 1 h / Reflux; Inert atmosphere

2.1: triphenylphosphine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

With sodium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c4cc06962e

upstream raw materials:

1-(4-tolylsulfonyl)indole-3-carboxaldehyde

carbon tetrabromide

Indole-3-carboxaldehyde

p-toluenesulfonyl chloride