(E)-2-bromo-1-[2-(4,5-dimethoxy-2-nitrostyryl)-1-(phenylsulfonyl)-1H-indol-3-yl]propan-1-one

Base Information

• Chemical Name: (E)-2-bromo-1-[2-(4,5-dimethoxy-2-nitrostyryl)-1-(phenylsulfonyl)-1H-indol-3-yl]propan-1-one
• CAS No.: 1597408-52-0
• Molecular Formula: C₂₇H₂₃BrN₂O₇S
• Molecular Weight: 599.459

Synonyms:(E)-2-bromo-1-[2-(4,5-dimethoxy-2-nitrostyryl)-1-(phenylsulfonyl)-1H-indol-3-yl]propan-1-one

Chemical Property of (E)-2-bromo-1-[2-(4,5-dimethoxy-2-nitrostyryl)-1-(phenylsulfonyl)-1H-indol-3-yl]propan-1-one

Chemical Property:

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Technology Process of (E)-2-bromo-1-[2-(4,5-dimethoxy-2-nitrostyryl)-1-(phenylsulfonyl)-1H-indol-3-yl]propan-1-one

There total 6 articles about (E)-2-bromo-1-[2-(4,5-dimethoxy-2-nitrostyryl)-1-(phenylsulfonyl)-1H-indol-3-yl]propan-1-one 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: 87.0%

(E)-1-[2-(4,5-dimethoxy-2-nitrostyryl)-1-(phenylsulfonyl)-1H-indol-3-yl]propan-1-one (1597408-46-2) → (E)-2-bromo-1-[2-(4,5-dimethoxy-2-nitrostyryl)-1-(phenylsulfonyl)-1H-indol-3-yl]propan-1-one (1597408-52-0)

Guidance literature:

With phenyltrimethylammonium tribromide; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1002/ejoc.201301524 DOI:10.1002/ejoc.201301524

Reference yield:

1-(phenylsulfonyl)-1H-benzo[d][1,2,3]triazole (4106-18-7) → (E)-2-bromo-1-[2-(4,5-dimethoxy-2-nitrostyryl)-1-(phenylsulfonyl)-1H-indol-3-yl]propan-1-one (1597408-52-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran; hexane / 1 h / 0 °C / Inert atmosphere; Reflux

1.2: 0.42 h / 10 - 20 °C / Inert atmosphere

2.1: aluminum (III) chloride / dichloromethane / 3 h / 0 °C / Inert atmosphere

3.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 3 h / Inert atmosphere; Reflux

4.1: triphenylphosphine / tetrahydrofuran / 6 h / Inert atmosphere; Reflux

4.2: 40 h / 20 °C / Inert atmosphere

5.1: phenyltrimethylammonium tribromide / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With aluminum (III) chloride; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); phenyltrimethylammonium tribromide; sodium hydride; triphenylphosphine; In tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; 4.1: |Wittig Olefination / 4.2: |Wittig Olefination;

DOI:10.1002/ejoc.201301524

Reference yield:

2-methyl-1H-indole (95-20-5) → (E)-2-bromo-1-[2-(4,5-dimethoxy-2-nitrostyryl)-1-(phenylsulfonyl)-1H-indol-3-yl]propan-1-one (1597408-52-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran; hexane / 1 h / 0 °C / Inert atmosphere; Reflux

1.2: 0.42 h / 10 - 20 °C / Inert atmosphere

2.1: aluminum (III) chloride / dichloromethane / 3 h / 0 °C / Inert atmosphere

3.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 3 h / Inert atmosphere; Reflux

4.1: triphenylphosphine / tetrahydrofuran / 6 h / Inert atmosphere; Reflux

4.2: 40 h / 20 °C / Inert atmosphere

5.1: phenyltrimethylammonium tribromide / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With aluminum (III) chloride; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); phenyltrimethylammonium tribromide; sodium hydride; triphenylphosphine; In tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; 4.1: |Wittig Olefination / 4.2: |Wittig Olefination;

DOI:10.1002/ejoc.201301524

upstream raw materials:

(E)-1-[2-(4,5-dimethoxy-2-nitrostyryl)-1-(phenylsulfonyl)-1H-indol-3-yl]propan-1-one

2-methyl-1H-indole

1-(phenylsulfonyl)-1H-benzo[d][1,2,3]triazole

1-(benzenesulfonyl)-2-methyl-1H-indole

Downstream raw materials:

(E)-1-[2-(4,5-dimethoxy-2-nitrostyryl)-1-(phenylsulfonyl)-1H-indol-3-yl]-2-(phenylsulfonyl)propan-1-one

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