5-(7-(5-(4-(diphenylamino)phenyl)-4-hexylthiophen-2-yl)-2-hexyl-2H-benzo[d][1,2,3]triazol-4-yl)-3-hexylthiophene-2-carbaldehyde

Base Information

• Chemical Name: 5-(7-(5-(4-(diphenylamino)phenyl)-4-hexylthiophen-2-yl)-2-hexyl-2H-benzo[d][1,2,3]triazol-4-yl)-3-hexylthiophene-2-carbaldehyde
• CAS No.: 1438278-18-2
• Molecular Formula: C₅₁H₅₈N₄OS₂
• Molecular Weight: 807.18
• Mol file: 1438278-18-2.mol

Synonyms:

Chemical Property of 5-(7-(5-(4-(diphenylamino)phenyl)-4-hexylthiophen-2-yl)-2-hexyl-2H-benzo[d][1,2,3]triazol-4-yl)-3-hexylthiophene-2-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(7-(5-(4-(diphenylamino)phenyl)-4-hexylthiophen-2-yl)-2-hexyl-2H-benzo[d][1,2,3]triazol-4-yl)-3-hexylthiophene-2-carbaldehyde

There total 5 articles about 5-(7-(5-(4-(diphenylamino)phenyl)-4-hexylthiophen-2-yl)-2-hexyl-2H-benzo[d][1,2,3]triazol-4-yl)-3-hexylthiophene-2-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:

5-(7-(5-bromo-4-hexylthiophen-2-yl)-2-hexyl-2H-benzo[d][1,2,3]triazol-4-yl)-3-he xylthiophene-2-carbaldehyde (1438278-13-7) + diphenyl-(4-tributylstannanyl-phenyl)-amine → 5-(7-(5-(4-(diphenylamino)phenyl)-4-hexylthiophen-2-yl)-2-hexyl-2H-benzo[d][1,2,3]triazol-4-yl)-3-hexylthiophene-2-carbaldehyde (1438278-18-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 85 ℃; for 8h; Inert atmosphere; Schlenk technique;

DOI:10.1002/asia.201201173

Reference yield:

2-hexyl-4,7-bis(4-hexylthiophen-2-yl)-2H-benzo[d][1,2,3]triazole (1438278-01-3) → 5-(7-(5-(4-(diphenylamino)phenyl)-4-hexylthiophen-2-yl)-2-hexyl-2H-benzo[d][1,2,3]triazol-4-yl)-3-hexylthiophene-2-carbaldehyde (1438278-18-2)

Guidance literature:

Multi-step reaction with 3 steps

1: trichlorophosphate / 4.1 h / 0 - 70 °C / Inert atmosphere; Schlenk technique

2: N-Bromosuccinimide / chloroform; acetic acid / 20 °C / Inert atmosphere; Schlenk technique

3: bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 8 h / 85 °C / Inert atmosphere; Schlenk technique

With bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; trichlorophosphate; In chloroform; acetic acid; N,N-dimethyl-formamide; 1: |Vilsmeier Reaction / 3: |Stille Cross Coupling;

DOI:10.1002/asia.201201173

Reference yield:

3-hexyl-5-(2-hexyl-7-(4-hexylthiophen-2-yl)-2H-benzo[d][1,2,3]triazol-4-yl)thiophene-2-carbaldehyde (1438278-07-9) → 5-(7-(5-(4-(diphenylamino)phenyl)-4-hexylthiophen-2-yl)-2-hexyl-2H-benzo[d][1,2,3]triazol-4-yl)-3-hexylthiophene-2-carbaldehyde (1438278-18-2)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / chloroform; acetic acid / 20 °C / Inert atmosphere; Schlenk technique

2: bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 8 h / 85 °C / Inert atmosphere; Schlenk technique

With bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; In chloroform; acetic acid; N,N-dimethyl-formamide; 2: |Stille Cross Coupling;

DOI:10.1002/asia.201201173

upstream raw materials:

5-(7-(5-bromo-4-hexylthiophen-2-yl)-2-hexyl-2H-benzo[d][1,2,3]triazol-4-yl)-3-he xylthiophene-2-carbaldehyde

4,7-dibromo-2-hexyl-2H-benzo[d][1,2,3]triazole

tributyl(4-hexyl-2-thienyl)stannane

2-hexyl-4,7-bis(4-hexylthiophen-2-yl)-2H-benzo[d][1,2,3]triazole

Downstream raw materials:

2-cyano-3-(5-{7-[5-(4-diphenylaminophenyl)-4-hexyl-thiophen-2-yl]-2-hexyl-2H-benzotriazol-4-yl}-3-hexylthiophen-2-yl)acrylic acid