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

Base Information

• Chemical Name: 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
• CAS No.: 1438278-23-9
• Molecular Formula: C₅₄H₅₉N₅O₂S₂
• Molecular Weight: 874.227
• Mol file: 1438278-23-9.mol

Synonyms:

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 6 articles about 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 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-(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) + cyanoacetic acid (372-09-8) → 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 (1438278-23-9)

Guidance literature:

With ammonium acetate; In acetic acid; at 100 ℃; for 8h; Inert atmosphere; Schlenk technique;

DOI:10.1002/asia.201201173

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) → 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 (1438278-23-9)

Guidance literature:

Multi-step reaction with 2 steps

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

2: ammonium acetate / acetic acid / 8 h / 100 °C / Inert atmosphere; Schlenk technique

With bis-triphenylphosphine-palladium(II) chloride; ammonium acetate; In acetic acid; N,N-dimethyl-formamide; 1: |Stille Cross Coupling / 2: |Knoevenagel Condensation;

DOI:10.1002/asia.201201173

Reference yield:

4,7-dibromo-2-hexyl-2H-benzo[d][1,2,3]triazole (851106-87-1) → 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 (1438278-23-9)

Guidance literature:

Multi-step reaction with 5 steps

1: bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 80 °C / Inert atmosphere; Schlenk technique

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

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

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

5: ammonium acetate / acetic acid / 8 h / 100 °C / Inert atmosphere; Schlenk technique

With bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; ammonium acetate; trichlorophosphate; In chloroform; acetic acid; N,N-dimethyl-formamide; 1: |Stille Cross Coupling / 2: |Vilsmeier Reaction / 4: |Stille Cross Coupling / 5: |Knoevenagel Condensation;

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

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

cyanoacetic acid

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