1-[(2-Nitrophenyl)sulfonyl]-1H-indole

Base Information

• Chemical Name: 1-[(2-Nitrophenyl)sulfonyl]-1H-indole
• CAS No.: 173908-24-2
• Molecular Formula: C₁₄H₁₀N₂O₄S
• Molecular Weight: 302.31
• Mol file: 173908-24-2.mol

Synonyms:1-[(2-Nitrophenyl)sulfonyl]-1H-indole

Chemical Property of 1-[(2-Nitrophenyl)sulfonyl]-1H-indole

Chemical Property:

• Vapor Pressure: 2.38E-11mmHg at 25°C
• Refractive Index: 1.678
• Boiling Point: 530.8 °C at 760 mmHg
• Flash Point: 274.8 °C
• PSA: 93.27000
• Density: 1.44 g/cm³
• LogP: 4.39050

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-[(2-Nitrophenyl)sulfonyl]-1H-indole

There total 5 articles about 1-[(2-Nitrophenyl)sulfonyl]-1H-indole 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%

indole (120-72-9) + 2-Nitrobenzenesulfonyl chloride (1694-92-4) → 1-((2-nitrophenyl)sulfonyl)-1H-indole (173908-24-2)

Guidance literature:

With potassium hydroxide; tetra(n-butyl)ammonium hydrogensulfate;

DOI:10.1021/jm950568w

Reference yield: 78.0%

N-(2-ethynylphenyl)-2-nitrobenzenesulfonamide → 1-((2-nitrophenyl)sulfonyl)-1H-indole (173908-24-2)

Guidance literature:

With mercuric triflate; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/j.tetlet.2006.12.120

Reference yield:

indole (120-72-9) → 1-((2-nitrophenyl)sulfonyl)-1H-indole (173908-24-2)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / dichloromethane / 18 h / 20 °C / Schlenk technique; Inert atmosphere; Darkness

2: potassium tert-butylate / dimethyl sulfoxide / 1 h / 20 °C / Inert atmosphere; Darkness; Schlenk technique

3: sodium hydroxide / dichloromethane / 18 h / 20 °C / Schlenk technique; Inert atmosphere; Darkness

With potassium tert-butylate; sodium hydroxide; In dichloromethane; dimethyl sulfoxide;

DOI:10.1021/acs.joc.0c01523

upstream raw materials:

indole

2-Nitrobenzenesulfonyl chloride

1-benzenesulfonylindole

Downstream raw materials:

1-(p-toluenesulfonyl)-1H-indole

indole

N-benzylindole

Refernces

• 1、 Heredia, Micaela D.,Guerra, Walter D.,Barolo, Silvia M.,Fornasier, Santiago J.,Rossi, Roberto A.,Budén, Mariá E.. "Transition-Metal-Free and Visible-Light-Mediated Desulfonylation and Dehalogenation Reactions: Hantzsch Ester Anion as Electron and Hydrogen Atom Donor". supporting information. p. 13481 - 13494. Retrieved 2020/12/15.
• 2、 Artico, Marino,Silvestri, Romano,Massa, Silvio,Loi, Anna G.,Corrias, Simona,et al.. "2-Sulfonyl-4-chloroanilino moiety: a potent pharmacophore for the anti-human immunodeficiency virus type 1 activity of pyrrolyl aryl sulfones.". . p. 522 - 530. Retrieved 2007/10/03.