3-(1-hydroxyethyl)-2-(N',N'-dimethylhydrazinecarbonyl)-N-(4-methoxybenzenesulfonyl)indole

Base Information

Chemical Name:3-(1-hydroxyethyl)-2-(N',N'-dimethylhydrazinecarbonyl)-N-(4-methoxybenzenesulfonyl)indole
CAS No.:1352536-83-4
Molecular Formula:C₂₀H₂₃N₃O₅S
Molecular Weight:417.486
Hs Code.:

Synonyms:3-(1-hydroxyethyl)-2-(N',N'-dimethylhydrazinecarbonyl)-N-(4-methoxybenzenesulfonyl)indole

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Chemical Property of 3-(1-hydroxyethyl)-2-(N',N'-dimethylhydrazinecarbonyl)-N-(4-methoxybenzenesulfonyl)indole

Chemical Property:

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Technology Process of 3-(1-hydroxyethyl)-2-(N',N'-dimethylhydrazinecarbonyl)-N-(4-methoxybenzenesulfonyl)indole

There total 7 articles about 3-(1-hydroxyethyl)-2-(N',N'-dimethylhydrazinecarbonyl)-N-(4-methoxybenzenesulfonyl)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:

: 1352536-78-7
2-(N',N'-dimethylhydrazinecarbonyl)-N-(4-methoxybenzenesulfonyl)indole

: 75-07-0,9002-91-9
acetaldehyde

: 1352536-83-4
3-(1-hydroxyethyl)-2-(N',N'-dimethylhydrazinecarbonyl)-N-(4-methoxybenzenesulfonyl)indole

Guidance literature:: 2-(N',N'-dimethylhydrazinecarbonyl)-N-(4-methoxybenzenesulfonyl)indole; With N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

acetaldehyde; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;
DOI:10.1016/j.tet.2011.10.022

Reference yield:

Indole-2-carboxylic acid: 1477-50-5,1228050-17-6
Indole-2-carboxylic acid

: 1352536-83-4
3-(1-hydroxyethyl)-2-(N',N'-dimethylhydrazinecarbonyl)-N-(4-methoxybenzenesulfonyl)indole

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide / 20 °C / Inert atmosphere; Cooling with ice

3.1: sodium hydroxide / ethanol; water / 20 °C / Inert atmosphere

3.2: Inert atmosphere

4.1: thionyl chloride / toluene / 2 h / Inert atmosphere; Reflux

5.1: dichloromethane / 20 °C / Inert atmosphere

6.1: N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium / tetrahydrofuran / -78 °C / Inert atmosphere

6.2: 20 °C / Inert atmosphere

6.3: 20 °C / Inert atmosphere

With thionyl chloride; N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; sodium hydride; sodium hydrogencarbonate; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tet.2011.10.022

Reference yield:

: 113072-27-8
methyl N-(4-methoxybenzenesulfonyl)indole-2-carboxylate

: 1352536-83-4
3-(1-hydroxyethyl)-2-(N',N'-dimethylhydrazinecarbonyl)-N-(4-methoxybenzenesulfonyl)indole

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydroxide / ethanol; water / 20 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: thionyl chloride / toluene / 2 h / Inert atmosphere; Reflux

3.1: dichloromethane / 20 °C / Inert atmosphere

4.1: N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium / tetrahydrofuran / -78 °C / Inert atmosphere

4.2: 20 °C / Inert atmosphere

4.3: 20 °C / Inert atmosphere

With thionyl chloride; N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; toluene;
DOI:10.1016/j.tet.2011.10.022