N-methyl-N-(2-(1-(3-methylbut-2-en-1-yl)-3-(2-methylbut-3-en-2-yl)-2-oxoindolin-3-yl)ethyl)-4-nitrobenzenesulfonamide

Base Information

Chemical Name:N-methyl-N-(2-(1-(3-methylbut-2-en-1-yl)-3-(2-methylbut-3-en-2-yl)-2-oxoindolin-3-yl)ethyl)-4-nitrobenzenesulfonamide
CAS No.:1280171-17-6
Molecular Formula:C₂₇H₃₃N₃O₅S
Molecular Weight:511.642
Hs Code.:

Synonyms:N-methyl-N-(2-(1-(3-methylbut-2-en-1-yl)-3-(2-methylbut-3-en-2-yl)-2-oxoindolin-3-yl)ethyl)-4-nitrobenzenesulfonamide

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Chemical Property of N-methyl-N-(2-(1-(3-methylbut-2-en-1-yl)-3-(2-methylbut-3-en-2-yl)-2-oxoindolin-3-yl)ethyl)-4-nitrobenzenesulfonamide

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Technology Process of N-methyl-N-(2-(1-(3-methylbut-2-en-1-yl)-3-(2-methylbut-3-en-2-yl)-2-oxoindolin-3-yl)ethyl)-4-nitrobenzenesulfonamide

There total 3 articles about N-methyl-N-(2-(1-(3-methylbut-2-en-1-yl)-3-(2-methylbut-3-en-2-yl)-2-oxoindolin-3-yl)ethyl)-4-nitrobenzenesulfonamide 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: 85.0%

: 1280171-16-5
N-methyl-N-(2-(3-(2-methylbut-3-en-2-yl)-2-oxoindolin-3-yl)ethyl)-4-nitrobenzenesulfonamide

: 870-63-3
prenyl bromide

: 1280171-17-6
N-methyl-N-(2-(1-(3-methylbut-2-en-1-yl)-3-(2-methylbut-3-en-2-yl)-2-oxoindolin-3-yl)ethyl)-4-nitrobenzenesulfonamide

Guidance literature:: N-methyl-N-(2-(3-(2-methylbut-3-en-2-yl)-2-oxoindolin-3-yl)ethyl)-4-nitrobenzenesulfonamide; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.25h; Inert atmosphere;

prenyl bromide; at 20 ℃; for 4h; Inert atmosphere;
DOI:10.1016/j.tetlet.2011.01.020

Reference yield:

: 61-54-1
tryptamine

: 1280171-17-6
N-methyl-N-(2-(1-(3-methylbut-2-en-1-yl)-3-(2-methylbut-3-en-2-yl)-2-oxoindolin-3-yl)ethyl)-4-nitrobenzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / dichloromethane / 0 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / Inert atmosphere; Reflux

3.1: dmap; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

4.1: N,N'-dimethylpiperazine; N-chloro-succinimide / dichloromethane / 2 h / 0 °C / Inert atmosphere

4.2: 0 - 20 °C / Inert atmosphere

5.1: sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 0 °C / Inert atmosphere

5.2: 4 h / 20 °C / Inert atmosphere

With N,N'-dimethylpiperazine; dmap; N-chloro-succinimide; lithium aluminium tetrahydride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; mineral oil; 4.1: Booker-Milburn-Feudoloff reaction / 4.2: Meerwein-Eschenmoser-Claisen rearrangement;
DOI:10.1016/j.tetlet.2011.01.020

Reference yield:

: 1280171-15-4
N-(2-(1H-indol-3-yl)ethyl)-N-methyl-4-nitrobenzenesulfonamide

: 1280171-17-6
N-methyl-N-(2-(1-(3-methylbut-2-en-1-yl)-3-(2-methylbut-3-en-2-yl)-2-oxoindolin-3-yl)ethyl)-4-nitrobenzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: N,N'-dimethylpiperazine; N-chloro-succinimide / dichloromethane / 2 h / 0 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 0 °C / Inert atmosphere

2.2: 4 h / 20 °C / Inert atmosphere

With N,N'-dimethylpiperazine; N-chloro-succinimide; sodium hydride; In tetrahydrofuran; dichloromethane; mineral oil; 1.1: Booker-Milburn-Feudoloff reaction / 1.2: Meerwein-Eschenmoser-Claisen rearrangement;
DOI:10.1016/j.tetlet.2011.01.020