4’’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’:4’,1’’-terphenyl]-4-carbaldehyde

Base Information

• Chemical Name: 4’’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’:4’,1’’-terphenyl]-4-carbaldehyde
• CAS No.: 1440528-86-8
• Molecular Formula: C₅₇H₇₁N₅OS₂
• Molecular Weight: 906.356
• Mol file: 1440528-86-8.mol

Synonyms:4’’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’:4’,1’’-terphenyl]-4-carbaldehyde

Chemical Property of 4’’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’:4’,1’’-terphenyl]-4-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4’’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’:4’,1’’-terphenyl]-4-carbaldehyde

There total 9 articles about 4’’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’:4’,1’’-terphenyl]-4-carbaldehyde 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: 71.0%

(4’-formyl-[1,1’-biphenyl]-4-yl)boronic acid (868046-59-7) + 5,5’-((4-bromophenyl)azanediyl)bis(1,3-dihexyl-1H-benzo[d]imidazole-2(3H)-thione) (1440528-42-6) → 4’’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’:4’,1’’-terphenyl]-4-carbaldehyde (1440528-86-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; for 20h; Reflux;

DOI:10.1021/ol4001685

Reference yield:

4-formyl-4'-bromobiphenyl (50670-58-1) → 4’’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’:4’,1’’-terphenyl]-4-carbaldehyde (1440528-86-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: toluene-4-sulfonic acid / toluene / 20 h / Reflux; Dean-Stark

2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C

2.2: 1 h / -78 °C

3.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; tetrahydrofuran / 20 h / Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; water; toluene;

DOI:10.1021/ol4001685

Reference yield:

2-(4’-bromo-[1,1’-biphenyl]-4-yl)-1,3-dioxolane (214745-69-4) → 4’’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’:4’,1’’-terphenyl]-4-carbaldehyde (1440528-86-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C

1.2: 1 h / -78 °C

2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; tetrahydrofuran / 20 h / Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium carbonate; In tetrahydrofuran; hexane; water;

DOI:10.1021/ol4001685

upstream raw materials:

(4’-formyl-[1,1’-biphenyl]-4-yl)boronic acid

5,5’-((4-bromophenyl)azanediyl)bis(1,3-dihexyl-1H-benzo[d]imidazole-2(3H)-thione)

1,3-dihydro-2H-benzimidazol-2-one

4-formyl-4'-bromobiphenyl

Downstream raw materials:

(E)-3-(4’’-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)-[1,1’:4’,1’’-terphenyl]-4-yl)-2-cyanoacrylic acid