1H-Indole-2-sulfonyl chloride, 5-chloro-1-(phenylsulfonyl)-

Base Information

• Chemical Name: 1H-Indole-2-sulfonyl chloride, 5-chloro-1-(phenylsulfonyl)-
• CAS No.: 249292-35-1
• Molecular Formula: C14H9Cl2NO4S2
• Molecular Weight: 390.268
• Mol file: 249292-35-1.mol

Synonyms:

Chemical Property of 1H-Indole-2-sulfonyl chloride, 5-chloro-1-(phenylsulfonyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Indole-2-sulfonyl chloride, 5-chloro-1-(phenylsulfonyl)-

There total 7 articles about 1H-Indole-2-sulfonyl chloride, 5-chloro-1-(phenylsulfonyl)- 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: 64.0%

5-chloro-1-(phenylsulfonyl)-1H-indole (78329-47-2) → 5-chloro-1-phenyl-sulfonylindole-2-sulfonyl chloride (249292-35-1)

Guidance literature:

5-chloro-1-(phenylsulfonyl)-1H-indole; With tert.-butyl lithium; In diethyl ether; pentane; at -78 - -40 ℃;

With sulfur dioxide; In diethyl ether; pentane; at -78 - 20 ℃;

With N-chloro-succinimide; In dichloromethane; at 20 ℃; for 8h;

DOI:10.1016/j.bmc.2005.04.006

Reference yield:

lithium 5-chloro-1-(phenylsulfonyl)-1H-indole-2-sulfinate (1394431-60-7) → 5-chloro-1-phenyl-sulfonylindole-2-sulfonyl chloride (249292-35-1)

Guidance literature:

With N-chloro-succinimide; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.bmcl.2016.08.018

Reference yield:

5-chloro-1H-indole (17422-32-1) → 5-chloro-1-phenyl-sulfonylindole-2-sulfonyl chloride (249292-35-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 93 percent / n-butyl lithium / tetrahydrofuran; hexane / -78 - 20 °C

2.1: tert-butyl lithium / diethyl ether; pentane / -78 - -40 °C

2.2: SO₂ / diethyl ether; pentane / -78 - 20 °C

2.3: 64 percent / N-chlorosuccinimide / CH₂Cl₂ / 8 h / 20 °C

With n-butyllithium; tert.-butyl lithium; In tetrahydrofuran; diethyl ether; hexane; pentane;

DOI:10.1016/j.bmc.2005.04.006

upstream raw materials:

5-chloro-1-(phenylsulfonyl)-1H-indole

5-chloro-1H-indole

benzenesulfonyl chloride

N-4-chlorophenylhydrazine

Downstream raw materials:

1-(1-Benzenesulphonyl-5-chloroindol-2-ylsulphonyl)piperazine

1-[(5-Chloro-1-phenylsulfonylindol-2-yl)sulfonyl]-4-[5-(2-methylpyridin-4-yl)thiazol-2-yl]piperazine

1-[(5-chloro-1-phenylsulfonylindol-2-yl)sulfonyl]-3-(2-methylpropyl)piperazine

1-(1-benzenesulfonyl-5-chloro-1H-indole-2-sulfonyl)-piperidine-4-carboxylic acid ethyl ester

Refernces

• 1、 -. "N- (ARYLALKYL) - 1H- INDOLE- 2 - SULFONIC ACID AMIDE COMPOUNDS AND THEIR THERAPEUTIC USE AS CANNABINOID ALLOSTERIC MODULATORS". Page/Page column 151. . Retrieved 2012/09/21.
• 2、 -. "NOVEL SULFONYL DERIVATIVES". . . Retrieved 2008/06/13.