(2Z)-3-[5-(5-{5-[bis(4-methylphenyl)amino]thiophen-2-yl}thiophen-2-yl)thiophen-2-yl]-2-cyanoprop-2-enoic acid

Base Information

• Chemical Name: (2Z)-3-[5-(5-{5-[bis(4-methylphenyl)amino]thiophen-2-yl}thiophen-2-yl)thiophen-2-yl]-2-cyanoprop-2-enoic acid
• CAS No.: 1428871-35-5
• Molecular Formula: C₃₀H₂₂N₂O₂S₃
• Molecular Weight: 538.715
• Mol file: 1428871-35-5.mol

Synonyms:(2Z)-3-[5-(5-{5-[bis(4-methylphenyl)amino]thiophen-2-yl}thiophen-2-yl)thiophen-2-yl]-2-cyanoprop-2-enoic acid

Chemical Property of (2Z)-3-[5-(5-{5-[bis(4-methylphenyl)amino]thiophen-2-yl}thiophen-2-yl)thiophen-2-yl]-2-cyanoprop-2-enoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2Z)-3-[5-(5-{5-[bis(4-methylphenyl)amino]thiophen-2-yl}thiophen-2-yl)thiophen-2-yl]-2-cyanoprop-2-enoic acid

There total 4 articles about (2Z)-3-[5-(5-{5-[bis(4-methylphenyl)amino]thiophen-2-yl}thiophen-2-yl)thiophen-2-yl]-2-cyanoprop-2-enoic 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: 43.5%

5-(N,N-di-p-tolylamino)-2,5'-bithiophene-2',5-bithiophene-2-carboxaldehyde (1219091-34-5) + cyanoacetic acid (372-09-8) → (2Z)-3-[5-(5-{5-[bis(4-methylphenyl)amino]thiophen-2-yl}thiophen-2-yl)thiophen-2-yl]-2-cyanoprop-2-enoic acid (1428871-35-5)

Guidance literature:

With piperidine; In chloroform; Reflux;

DOI:10.1016/j.tet.2013.02.040

Reference yield:

2-[N,N-di(p-tolyl)amino]thiophene (89331-93-1) → (2Z)-3-[5-(5-{5-[bis(4-methylphenyl)amino]thiophen-2-yl}thiophen-2-yl)thiophen-2-yl]-2-cyanoprop-2-enoic acid (1428871-35-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: bis-triphenylphosphine-palladium(II) chloride / toluene / 20 °C / Inert atmosphere; Reflux

3.1: piperidine / chloroform / Reflux

With piperidine; bis-triphenylphosphine-palladium(II) chloride; n-butyllithium; In tetrahydrofuran; chloroform; toluene;

DOI:10.1016/j.tet.2013.02.040

Reference yield:

5-(N,N-di-p-tolylamino)-2-(tri-n-butylstannyl)thiophene (1256269-42-7) → (2Z)-3-[5-(5-{5-[bis(4-methylphenyl)amino]thiophen-2-yl}thiophen-2-yl)thiophen-2-yl]-2-cyanoprop-2-enoic acid (1428871-35-5)

Guidance literature:

Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride / toluene / 20 °C / Inert atmosphere; Reflux

2: piperidine / chloroform / Reflux

With piperidine; bis-triphenylphosphine-palladium(II) chloride; In chloroform; toluene;

DOI:10.1016/j.tet.2013.02.040

upstream raw materials:

di-p-tolylamine

2-[N,N-di(p-tolyl)amino]thiophene

5-(N,N-di-p-tolylamino)-2,5'-bithiophene-2',5-bithiophene-2-carboxaldehyde

cyanoacetic acid