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

Base Information

• Chemical Name: 5,5’-((4-bromophenyl)azanediyl)bis(1,3-dihexyl-1H-benzo[d]imidazole-2(3H)-thione)
• CAS No.: 1440528-42-6
• Molecular Formula: C₄₄H₆₂BrN₅S₂
• Molecular Weight: 805.046
• Mol file: 1440528-42-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

1,3-dihydro-2H-benzimidazol-2-one (615-16-7) → 5,5’-((4-bromophenyl)azanediyl)bis(1,3-dihexyl-1H-benzo[d]imidazole-2(3H)-thione) (1440528-42-6)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium hydroxide; tetrabutylammomium bromide / water; toluene / 10 h / 60 °C

2: sulfuric acid; iodine; sodium periodate / water; acetic acid / 8 h / 40 °C

3: copper(l) iodide; [2,2]bipyridinyl; potassium tert-butylate / toluene / 14 h / 140 °C / Sealed tube

4: Lawessons reagent / toluene / 12 h / 110 °C

5: N-Bromosuccinimide / tetrachloromethane / 4 h / 20 - 75 °C

With Lawessons reagent; [2,2]bipyridinyl; sodium periodate; N-Bromosuccinimide; copper(l) iodide; sulfuric acid; potassium tert-butylate; tetrabutylammomium bromide; iodine; sodium hydroxide; In tetrachloromethane; water; acetic acid; toluene;

DOI:10.1021/ol4001685

Reference yield:

1,3-dihexyl-1H-benzo[d]imidazol-2(3H)-one (1440526-19-1) → 5,5’-((4-bromophenyl)azanediyl)bis(1,3-dihexyl-1H-benzo[d]imidazole-2(3H)-thione) (1440528-42-6)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfuric acid; iodine; sodium periodate / water; acetic acid / 8 h / 40 °C

2: copper(l) iodide; [2,2]bipyridinyl; potassium tert-butylate / toluene / 14 h / 140 °C / Sealed tube

3: Lawessons reagent / toluene / 12 h / 110 °C

4: N-Bromosuccinimide / tetrachloromethane / 4 h / 20 - 75 °C

With Lawessons reagent; [2,2]bipyridinyl; sodium periodate; N-Bromosuccinimide; copper(l) iodide; sulfuric acid; potassium tert-butylate; iodine; In tetrachloromethane; water; acetic acid; toluene;

DOI:10.1021/ol4001685

Reference yield:

5-iodo-1,3-dihexyl-1H-benzo[d]imidazol-2(3H)-one (1440526-31-7) → 5,5’-((4-bromophenyl)azanediyl)bis(1,3-dihexyl-1H-benzo[d]imidazole-2(3H)-thione) (1440528-42-6)

Guidance literature:

Multi-step reaction with 3 steps

1: copper(l) iodide; [2,2]bipyridinyl; potassium tert-butylate / toluene / 14 h / 140 °C / Sealed tube

2: Lawessons reagent / toluene / 12 h / 110 °C

3: N-Bromosuccinimide / tetrachloromethane / 4 h / 20 - 75 °C

With Lawessons reagent; [2,2]bipyridinyl; N-Bromosuccinimide; copper(l) iodide; potassium tert-butylate; In tetrachloromethane; toluene;

DOI:10.1021/ol4001685

upstream raw materials:

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

1,3-dihexyl-1H-benzo[d]imidazol-2(3H)-one

5-iodo-1,3-dihexyl-1H-benzo[d]imidazol-2(3H)-one

Downstream raw materials:

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

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

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

(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