2-bromo-5-{p-(N,N-diphenylamino)stylyl}thiophene

Base Information

• Chemical Name: 2-bromo-5-{p-(N,N-diphenylamino)stylyl}thiophene
• CAS No.: 1312457-60-5
• Molecular Formula: C₂₄H₁₈BrNS
• Molecular Weight: 432.384
• Mol file: 1312457-60-5.mol

Synonyms:2-bromo-5-{p-(N,N-diphenylamino)stylyl}thiophene

Chemical Property of 2-bromo-5-{p-(N,N-diphenylamino)stylyl}thiophene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-bromo-5-{p-(N,N-diphenylamino)stylyl}thiophene

There total 1 articles about 2-bromo-5-{p-(N,N-diphenylamino)stylyl}thiophene 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: 92.0%

5-bromo-2-thiophencarboxaldehyde (4701-17-1) + p-(N,N-diphenylamino)phenylmethyl triphenylphosphonium bromide → 2-bromo-5-{p-(N,N-diphenylamino)stylyl}thiophene (1312457-60-5)

Guidance literature:

p-(N,N-diphenylamino)phenylmethyl triphenylphosphonium bromide; With lithium diisopropyl amide; In tetrahydrofuran; pentane; at -78 ℃; for 1h; Inert atmosphere;

5-bromo-2-thiophencarboxaldehyde; In tetrahydrofuran; pentane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1039/c1cc11130b

Reference yield: 59.0%

methanol (67-56-1) + (5-bromothiophene-2-yl)boronic acid (162607-17-2) + 2-bromo-5-{p-(N,N-diphenylamino)stylyl}thiophene (1312457-60-5) → 5'-{4-(N,N-diphenylamino)stylyl}-2,2'-bithiophene-5-carbaldehyde (1312457-61-6)

Guidance literature:

With potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; at 85 ℃;

DOI:10.1039/c1cc11130b

Reference yield:

2-bromo-5-{p-(N,N-diphenylamino)stylyl}thiophene (1312457-60-5) → (E)-2-(p-nitrophenyl)-3-[5'-{4-(N,N-diphenylamino)stylyl}-2,2'-bithiophen-5-yl]acrylic acid

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / toluene / 85 °C

2.1: piperidine / acetonitrile / 96 h / 85 °C

3.1: tetrabutyl ammonium fluoride; trifluoroacetic acid / acetonitrile / 85 °C

3.2: 20 °C

With piperidine; tetrabutyl ammonium fluoride; potassium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; trifluoroacetic acid; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; acetonitrile; 2.1: Knoevenagel condensation;

DOI:10.1039/c1cc11130b

upstream raw materials:

5-bromo-2-thiophencarboxaldehyde

Downstream raw materials:

5'-{4-(N,N-diphenylamino)stylyl}-2,2'-bithiophene-5-carbaldehyde