2-(5-((5-(4-(bis(4-(octyloxy)phenyl)amino)phenyl)thiophen-2-yl)methylene)-4-oxothiazolidin-2-ylidene)malononitrile

Base Information

• Chemical Name: 2-(5-((5-(4-(bis(4-(octyloxy)phenyl)amino)phenyl)thiophen-2-yl)methylene)-4-oxothiazolidin-2-ylidene)malononitrile
• CAS No.: 1384289-43-3
• Molecular Formula: C₄₅H₅₀N₄O₃S₂
• Molecular Weight: 759.049
• Mol file: 1384289-43-3.mol

Synonyms:

Chemical Property of 2-(5-((5-(4-(bis(4-(octyloxy)phenyl)amino)phenyl)thiophen-2-yl)methylene)-4-oxothiazolidin-2-ylidene)malononitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(5-((5-(4-(bis(4-(octyloxy)phenyl)amino)phenyl)thiophen-2-yl)methylene)-4-oxothiazolidin-2-ylidene)malononitrile

There total 3 articles about 2-(5-((5-(4-(bis(4-(octyloxy)phenyl)amino)phenyl)thiophen-2-yl)methylene)-4-oxothiazolidin-2-ylidene)malononitrile 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: 51.9%

2-(4-oxothiazolidin-2-ylidene)malononitrile (1255517-81-7) + 5-(4-(bis(4-(octyloxy)phenyl)amino)phenyl)thiophene-2-carbaldehyde (1384289-46-6) → 2-(5-((5-(4-(bis(4-(octyloxy)phenyl)amino)phenyl)thiophen-2-yl)methylene)-4-oxothiazolidin-2-ylidene)malononitrile (1384289-43-3)

Guidance literature:

With sodium hydroxide; In ethanol; water; for 12h; Reflux;

DOI:10.1002/anie.201204948

Reference yield:

N,N-bis(4-octyloxyphenyl)aniline (1169940-38-8) → 2-(5-((5-(4-(bis(4-(octyloxy)phenyl)amino)phenyl)thiophen-2-yl)methylene)-4-oxothiazolidin-2-ylidene)malononitrile (1384289-43-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide / tetrahydrofuran / 3 h / 0 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 0.5 h / 55 °C / Inert atmosphere

2.2: 12 h / Reflux

3.1: sodium hydroxide / ethanol; water / 12 h / Reflux

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; sodium hydroxide; In tetrahydrofuran; ethanol; water; 2.1: |Suzuki Coupling / 2.2: |Suzuki Coupling / 3.1: |Knoevenagel Condensation;

DOI:10.1002/anie.201204948

Reference yield:

N,N-bis(4-octyloxyphenyl)-4-bromophenylamine (1070910-91-6) → 2-(5-((5-(4-(bis(4-(octyloxy)phenyl)amino)phenyl)thiophen-2-yl)methylene)-4-oxothiazolidin-2-ylidene)malononitrile (1384289-43-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 0.5 h / 55 °C / Inert atmosphere

1.2: 12 h / Reflux

2.1: sodium hydroxide / ethanol; water / 12 h / Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; sodium hydroxide; In tetrahydrofuran; ethanol; water; 1.1: |Suzuki Coupling / 1.2: |Suzuki Coupling / 2.1: |Knoevenagel Condensation;

DOI:10.1002/anie.201204948

upstream raw materials:

N,N-bis(4-octyloxyphenyl)aniline

2-(4-oxothiazolidin-2-ylidene)malononitrile

5-(4-(bis(4-(octyloxy)phenyl)amino)phenyl)thiophene-2-carbaldehyde

N,N-bis(4-octyloxyphenyl)-4-bromophenylamine