4-{N,N-bis[4-(9H-carbazol-9-yl)phenyl]amino}benzaldehyde

Base Information

• Chemical Name: 4-{N,N-bis[4-(9H-carbazol-9-yl)phenyl]amino}benzaldehyde
• CAS No.: 943784-69-8
• Molecular Formula: C₄₃H₂₉N₃O
• Molecular Weight: 603.723
• Mol file: 943784-69-8.mol

Synonyms:4-{N,N-bis[4-(9H-carbazol-9-yl)phenyl]amino}benzaldehyde

Chemical Property of 4-{N,N-bis[4-(9H-carbazol-9-yl)phenyl]amino}benzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-{N,N-bis[4-(9H-carbazol-9-yl)phenyl]amino}benzaldehyde

There total 3 articles about 4-{N,N-bis[4-(9H-carbazol-9-yl)phenyl]amino}benzaldehyde 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: 89.0%

4-[bis-(4-iodophenyl)amino]benzaldehyde (808758-81-8) + 9H-carbazole (86-74-8,105184-46-1,97960-57-1) → 4-{N,N-bis[4-(9H-carbazol-9-yl)phenyl]amino}benzaldehyde (943784-69-8)

Guidance literature:

With copper(l) iodide; 1,10-Phenanthroline; potassium carbonate; In N,N-dimethyl-formamide; at 160 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c4nj02293a

Reference yield:

4-(diphenylamino)benzaldehyde (4181-05-9) → 4-{N,N-bis[4-(9H-carbazol-9-yl)phenyl]amino}benzaldehyde (943784-69-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / potassium iodide; potassium iodate; acetic acid / H₂O / 3 h / 80 °C

2: 60 percent / potassium carbonate; copper bronze; 18-crown-6 / 1,2-dichloro-benzene / 48 h / Heating

With potassium iodate; 18-crown-6 ether; copper; potassium carbonate; acetic acid; potassium iodide; In water; 1,2-dichloro-benzene; 2: Ullmann reaction;

DOI:10.1039/b614235d

Reference yield:

N,N-diphenylaminobenzene (603-34-9) → 4-{N,N-bis[4-(9H-carbazol-9-yl)phenyl]amino}benzaldehyde (943784-69-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trichlorophosphate / 24 h / 10 - 35 °C

1.2: Cooling with ice

2.1: potassium iodate; acetic acid; potassium iodide / water / 80 °C

3.1: copper(l) iodide; 18-crown-6 ether; potassium carbonate / 1,2-dichloro-benzene / 24 h / Reflux

With potassium iodate; copper(l) iodide; 18-crown-6 ether; potassium carbonate; acetic acid; potassium iodide; trichlorophosphate; In water; 1,2-dichloro-benzene;

DOI:10.1016/j.tetlet.2011.05.074

upstream raw materials:

4-[bis-(4-iodophenyl)amino]benzaldehyde

9H-carbazole

4-(diphenylamino)benzaldehyde

N,N-diphenylaminobenzene

Downstream raw materials:

4-{N,N-bis[4-(9H-carbazol-9-yl)phenyl]amino}-1-vinylbenzene

3-(4-(bis(4-(9H-carbazol-9-yl)phenyl)amino)phenyl)-2-cyanoacrylic acid

Refernces

• 1、 -. "ORGANIC DYES, COMPOSITIONS AND DYE-SENSITIZED SOLAR CELL". Paragraph 0095-0096. . Retrieved 2019/12/25.
• 2、 Lee, Jeonghun,Im, Hunbae,Kim, Sukwon,Kim, Chulhee. "Carbazole-functionalized organic photosensitizer for dye-sensitized solar cells". . p. 1434 - 1442. Retrieved 2015/02/19.