N-(4-bromobenzyl)-5-chloro-1-(phenylsulfonyl)-1H-indole-2-sulfonamide

Base Information

Chemical Name:N-(4-bromobenzyl)-5-chloro-1-(phenylsulfonyl)-1H-indole-2-sulfonamide
CAS No.:1394431-61-8
Molecular Formula:C₂₁H₁₆BrClN₂O₄S₂
Molecular Weight:539.858
Hs Code.:

Synonyms:N-(4-bromobenzyl)-5-chloro-1-(phenylsulfonyl)-1H-indole-2-sulfonamide

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Chemical Property of N-(4-bromobenzyl)-5-chloro-1-(phenylsulfonyl)-1H-indole-2-sulfonamide

Chemical Property:

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Technology Process of N-(4-bromobenzyl)-5-chloro-1-(phenylsulfonyl)-1H-indole-2-sulfonamide

There total 8 articles about N-(4-bromobenzyl)-5-chloro-1-(phenylsulfonyl)-1H-indole-2-sulfonamide 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:

: 249292-35-1
5-chloro-1-phenyl-sulfonylindole-2-sulfonyl chloride

: 3959-07-7
4-Bromobenzylamine

: 1394431-61-8
N-(4-bromobenzyl)-5-chloro-1-(phenylsulfonyl)-1H-indole-2-sulfonamide

Guidance literature:: With pyridine; In dichloromethane; at 0 - 20 ℃; for 18h;
DOI:10.1016/j.bmcl.2016.08.018

Reference yield:

: 1073-69-4
N-4-chlorophenylhydrazine

: 1394431-61-8
N-(4-bromobenzyl)-5-chloro-1-(phenylsulfonyl)-1H-indole-2-sulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: toluene-4-sulfonic acid / 20 h / Reflux

2.1: sodium hydroxide / ethanol / 40 °C

2.2: 0.42 h / 250 °C / Microwave irradiation

3.1: sodium hydride / N,N-dimethyl-formamide / 18 h / 20 °C

4.1: n-butyllithium / tetrahydrofuran / 0.5 h / -70 °C / Inert atmosphere

4.2: 2.25 h / -70 - 20 °C / Inert atmosphere

5.1: N-chloro-succinimide / dichloromethane / 2 h / 0 - 20 °C

6.1: pyridine / dichloromethane / 18 h / 0 - 20 °C

With pyridine; N-chloro-succinimide; n-butyllithium; sodium hydride; toluene-4-sulfonic acid; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2016.08.018

Reference yield:

: 4792-67-0
5-chloro-indole-2-carboxylic acid ethyl ester

: 1394431-61-8
N-(4-bromobenzyl)-5-chloro-1-(phenylsulfonyl)-1H-indole-2-sulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydroxide / ethanol / 40 °C

1.2: 0.42 h / 250 °C / Microwave irradiation

2.1: sodium hydride / N,N-dimethyl-formamide / 18 h / 20 °C

3.1: n-butyllithium / tetrahydrofuran / 0.5 h / -70 °C / Inert atmosphere

3.2: 2.25 h / -70 - 20 °C / Inert atmosphere

4.1: N-chloro-succinimide / dichloromethane / 2 h / 0 - 20 °C

5.1: pyridine / dichloromethane / 18 h / 0 - 20 °C

With pyridine; N-chloro-succinimide; n-butyllithium; sodium hydride; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2016.08.018