(E)-3-(5-(9-butyl-7-(diphenylamino)-9H-carbazol-2-yl)thiophen-2-yl)-2-cyanoacrylic acid

Base Information

• Chemical Name: (E)-3-(5-(9-butyl-7-(diphenylamino)-9H-carbazol-2-yl)thiophen-2-yl)-2-cyanoacrylic acid
• CAS No.: 1443919-99-0
• Molecular Formula: C₃₆H₂₉N₃O₂S
• Molecular Weight: 567.711
• Mol file: 1443919-99-0.mol

Synonyms:(E)-3-(5-(9-butyl-7-(diphenylamino)-9H-carbazol-2-yl)thiophen-2-yl)-2-cyanoacrylic acid

Chemical Property of (E)-3-(5-(9-butyl-7-(diphenylamino)-9H-carbazol-2-yl)thiophen-2-yl)-2-cyanoacrylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-(5-(9-butyl-7-(diphenylamino)-9H-carbazol-2-yl)thiophen-2-yl)-2-cyanoacrylic acid

There total 5 articles about (E)-3-(5-(9-butyl-7-(diphenylamino)-9H-carbazol-2-yl)thiophen-2-yl)-2-cyanoacrylic 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: 83.0%

5-(9-butyl-7-(diphenylamino)-9H-carbazol-2-yl)thiophene-2-carbaldehyde (1443920-01-1) + cyanoacetic acid (372-09-8) → (E)-3-(5-(9-butyl-7-(diphenylamino)-9H-carbazol-2-yl)thiophen-2-yl)-2-cyanoacrylic acid (1443919-99-0)

Guidance literature:

With ammonium acetate; acetic acid; for 24h; Reflux;

DOI:10.1016/j.tetlet.2013.05.069

Reference yield:

N-(n-butyl)-2,7-dibromocarbazole (654675-88-4) → (E)-3-(5-(9-butyl-7-(diphenylamino)-9H-carbazol-2-yl)thiophen-2-yl)-2-cyanoacrylic acid (1443919-99-0)

Guidance literature:

Multi-step reaction with 4 steps

1: bis(dibenzylideneacetone)-palladium⁽⁰⁾; 1,1'-bis-(diphenylphosphino)ferrocene; sodium t-butanolate / toluene / 48 h / 80 °C

2: bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 15 h / 80 °C / Inert atmosphere

3: acetic acid / water / 4 h / 65 °C

4: acetic acid; ammonium acetate / 24 h / Reflux

With bis-triphenylphosphine-palladium(II) chloride; 1,1'-bis-(diphenylphosphino)ferrocene; ammonium acetate; acetic acid; bis(dibenzylideneacetone)-palladium⁽⁰⁾; sodium t-butanolate; In tetrahydrofuran; water; toluene; 2: |Stille Cross Coupling / 4: |Knoevenagel Condensation;

DOI:10.1016/j.tetlet.2013.05.069

Reference yield:

7-(5-(1,3-dioxolan-2-yl)thiophen-2-yl)-9-butyl-N,N-diphenyl-9H-carbazol-2-amine (1448353-09-0) → (E)-3-(5-(9-butyl-7-(diphenylamino)-9H-carbazol-2-yl)thiophen-2-yl)-2-cyanoacrylic acid (1443919-99-0)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / water / 4 h / 65 °C

2: acetic acid; ammonium acetate / 24 h / Reflux

With ammonium acetate; acetic acid; In water; 2: |Knoevenagel Condensation;

DOI:10.1016/j.tetlet.2013.05.069

upstream raw materials:

7-(5-(1,3-dioxolan-2-yl)thiophen-2-yl)-9-butyl-N,N-diphenyl-9H-carbazol-2-amine

N-(n-butyl)-2,7-dibromocarbazole

diphenylamine

7-bromo-9-butyl-N,N-diphenyl-9H-carbazol-2-amine