1-(Phenylsulfonyl)indole

Base Information

• Chemical Name: 1-(Phenylsulfonyl)indole
• CAS No.: 40899-71-6
• Molecular Formula: C14H11NO2S
• Molecular Weight: 257.313
• Hs Code.: 29339900
• Mol file: 40899-71-6.mol

Synonyms:1-(Benzenesulfonyl)-1H-indole;1-(Benzenesulfonyl)indole;1-(Phenylsulfonyl)indole;1-Phenylsulfonyl-1H-indole;Benzenesulfonic acid indolide;N-(Benzenesulfonyl)indole;N-(Phenylsulfonyl)indole;NSC 237040;NSC 683530;

Chemical Property of 1-(Phenylsulfonyl)indole

Chemical Property:

• Appearance/Colour: Off-white to pink crystalline powder
• Vapor Pressure: 2.41E-08mmHg at 25°C
• Melting Point: 78-80 °C(lit.)
• Refractive Index: 1.637
• Boiling Point: 451.6 °C at 760 mmHg
• Flash Point: 226.9 °C
• PSA: 47.45000
• Density: 1.26 g/cm³
• LogP: 3.95910
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

1-(Phenylsulfonyl)-1H-indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Reactant for preparation of:Antiplasmodial agentsAntifungal agentsAnti HIV-1 agentsAgonists of the histamine H4 receptorAntibacterial agentsCamalexin analogsCDK inhibitors and cytotoxic agentsHistone Deacetylase inhibitors

Technology Process of 1-(Phenylsulfonyl)indole

There total 34 articles about 1-(Phenylsulfonyl)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: 100.0%

indole (120-72-9) + benzenesulfonyl chloride (98-09-9) → 1-benzenesulfonylindole (40899-71-6)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1139/v01-127

Reference yield: 97.0%

2-(phenylsulfonamido)phenyl-acetylene (84416-64-8) → 1-benzenesulfonylindole (40899-71-6)

Guidance literature:

With potassium carbonate; In water; at 130 ℃; for 10h; Sealed tube; Inert atmosphere;

DOI:10.1016/j.cclet.2016.07.022

Reference yield: 90.6%

indole (120-72-9) → 1-benzenesulfonylindole (40899-71-6)

Guidance literature:

With n-butyllithium; benzenesulfonyl chloride; In tetrahydrofuran;

upstream raw materials:

indole

benzenesulfonyl chloride

3-bromo-1-phenylsulfonyl indole

prenyl bromide

Downstream raw materials:

1-benzenesulphonyl-2-(2-hydroxyethyl)indole

3-(2-hydroxyethyl)-1-(benzenesulfonyl)indole

N-(phenylsulfonyl)-2-methoxalylindole

1-(1-benzenesulfonyl indole-2-yl)-1-(4-pyridyl)-ethanol

Refernces

SYNTHESIS AND REACTIVITY OF 2-(1',3'-DITHIAN-2'-YL)INDOLES

10.1016/S0040-4020(01)85835-X

The research focuses on the synthesis and reactivity of 2-(1’,3'-dithian-2’-yl)indoles, with the aim of preparing a variety of indole compounds through the reaction of the anion derived from C-2 indole substituted dithiane with appropriately functionalized electrophiles. The study successfully prepared indole dithianes and investigated their reactivity towards different electrophiles, leading to the formation of various compounds. Key chemicals used in the process include N-protected indoles, 2-chloro-1,3-dithiane, phenylsulfonylindole, and n-butyllithium, among others. The conclusions drawn from the research highlight the method's efficiency in preparing 2-(2’-substituted-2’3’-dithian-2’-yl)indoles in three steps from 1-phenylsulfonylindole, showcasing the potential for synthesizing indole alkaloids and related compounds.