N₄'-(3-bromophenyl)-N₄'-(3'-(diphenylamino)biphenyl-4-yl)-N₃,N₃-diphenylbiphenyl-3,4'-diamine

Base Information

• Chemical Name: N₄'-(3-bromophenyl)-N₄'-(3'-(diphenylamino)biphenyl-4-yl)-N₃,N₃-diphenylbiphenyl-3,4'-diamine
• CAS No.: 1361051-56-0
• Molecular Formula: C₅₄H₄₀BrN₃
• Molecular Weight: 810.836

Synonyms:N₄'-(3-bromophenyl)-N₄'-(3'-(diphenylamino)biphenyl-4-yl)-N₃,N₃-diphenylbiphenyl-3,4'-diamine

Chemical Property of N₄'-(3-bromophenyl)-N₄'-(3'-(diphenylamino)biphenyl-4-yl)-N₃,N₃-diphenylbiphenyl-3,4'-diamine

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Technology Process of N₄'-(3-bromophenyl)-N₄'-(3'-(diphenylamino)biphenyl-4-yl)-N₃,N₃-diphenylbiphenyl-3,4'-diamine

There total 3 articles about N₄'-(3-bromophenyl)-N₄'-(3'-(diphenylamino)biphenyl-4-yl)-N₃,N₃-diphenylbiphenyl-3,4'-diamine 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%

1-Bromo-3-iodobenzene (591-18-4) + N4'-(3'-(diphenylamino)biphenyl-4-yl)-N3,N3-diphenylbiphenyl-3,4'-diamine (1361051-55-9) → N4'-(3-bromophenyl)-N4'-(3'-(diphenylamino)biphenyl-4-yl)-N3,N3-diphenylbiphenyl-3,4'-diamine (1361051-56-0)

Guidance literature:

With copper(l) iodide; trans-1,2-Diaminocyclohexane; potassium tert-butylate; In 1,4-dioxane; at 110 ℃; Inert atmosphere;

DOI:10.1039/c2cc17515k

Reference yield:

N-3-bromophenyl-N,N-diphenylamine (78600-33-6) → N4'-(3-bromophenyl)-N4'-(3'-(diphenylamino)biphenyl-4-yl)-N3,N3-diphenylbiphenyl-3,4'-diamine (1361051-56-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / ethanol; toluene / 48 h / 110 °C / Inert atmosphere

3.1: copper(l) iodide; trans-1,2-Diaminocyclohexane; potassium tert-butylate / 1,4-dioxane / 110 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; trans-1,2-Diaminocyclohexane; potassium tert-butylate; sodium carbonate; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; toluene; 2.1: Suzuki-Miyaura coupling / 3.1: Buchwald cross-coupling;

DOI:10.1039/c2cc17515k

Reference yield:

N,N-diphenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (915088-14-1) → N4'-(3-bromophenyl)-N4'-(3'-(diphenylamino)biphenyl-4-yl)-N3,N3-diphenylbiphenyl-3,4'-diamine (1361051-56-0)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / ethanol; toluene / 48 h / 110 °C / Inert atmosphere

2: copper(l) iodide; trans-1,2-Diaminocyclohexane; potassium tert-butylate / 1,4-dioxane / 110 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trans-1,2-Diaminocyclohexane; potassium tert-butylate; sodium carbonate; In 1,4-dioxane; ethanol; toluene; 1: Suzuki-Miyaura coupling / 2: Buchwald cross-coupling;

DOI:10.1039/c2cc17515k

upstream raw materials:

N,N-diphenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

1-Bromo-3-iodobenzene

N₄'-(3'-(diphenylamino)biphenyl-4-yl)-N₃,N₃-diphenylbiphenyl-3,4'-diamine

N-3-bromophenyl-N,N-diphenylamine

Downstream raw materials:

N₄'-(3'-(diphenylamino)biphenyl-4-yl)-N₃,N₃-diphenyl-N₄'-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)biphenyl-3,4'-diamine

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