(E)-4-(5-(2-(2,5-dibromothiophen-3-yl)vinyl)thiophen-2-yl)-N,N-diphenylaniline

Base Information

• Chemical Name: (E)-4-(5-(2-(2,5-dibromothiophen-3-yl)vinyl)thiophen-2-yl)-N,N-diphenylaniline
• CAS No.: 1275591-14-4
• Molecular Formula: C₂₈H₁₉Br₂NS₂
• Molecular Weight: 593.406
• Mol file: 1275591-14-4.mol

Synonyms:

Chemical Property of (E)-4-(5-(2-(2,5-dibromothiophen-3-yl)vinyl)thiophen-2-yl)-N,N-diphenylaniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-4-(5-(2-(2,5-dibromothiophen-3-yl)vinyl)thiophen-2-yl)-N,N-diphenylaniline

There total 5 articles about (E)-4-(5-(2-(2,5-dibromothiophen-3-yl)vinyl)thiophen-2-yl)-N,N-diphenylaniline 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:

5-[4-(diphenylamino)phenyl]thiophene-2-carbaldehyde (291279-14-6) + diethyl (2,5-dibromothiophene-3-yl)methylphosphonate (30807-49-9) → (E)-4-(5-(2-(2,5-dibromothiophen-3-yl)vinyl)thiophen-2-yl)-N,N-diphenylaniline (1275591-14-4)

Guidance literature:

diethyl (2,5-dibromothiophene-3-yl)methylphosphonate; With sodium methylate; In N,N-dimethyl-formamide; Cooling with ice;

5-[4-(diphenylamino)phenyl]thiophene-2-carbaldehyde; In N,N-dimethyl-formamide; for 2h;

DOI:10.1016/j.polymer.2010.11.036

Reference yield:

4-(diphenylamino)phenylboronic pinacol ester (267221-88-5) → (E)-4-(5-(2-(2,5-dibromothiophen-3-yl)vinyl)thiophen-2-yl)-N,N-diphenylaniline (1275591-14-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / water; toluene / 8 h / 90 - 95 °C / Inert atmosphere

2.1: sodium methylate / N,N-dimethyl-formamide / Cooling with ice

2.2: 2 h

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium methylate; potassium carbonate; In water; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.polymer.2010.11.036

Reference yield:

N,N-diphenylaminobenzene (603-34-9) → (E)-4-(5-(2-(2,5-dibromothiophen-3-yl)vinyl)thiophen-2-yl)-N,N-diphenylaniline (1275591-14-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: N-Bromosuccinimide / tetrahydrofuran / 1 h / 0 °C

2.1: n-butyllithium / 1 h

2.2: 5 h / -78 - 0 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / water; toluene / 8 h / 90 - 95 °C / Inert atmosphere

4.1: sodium methylate / N,N-dimethyl-formamide / Cooling with ice

4.2: 2 h

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; sodium methylate; potassium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.polymer.2010.11.036

upstream raw materials:

4-(diphenylamino)phenylboronic pinacol ester

5-[4-(diphenylamino)phenyl]thiophene-2-carbaldehyde

diethyl (2,5-dibromothiophene-3-yl)methylphosphonate

N,N-diphenylaminobenzene