2-cyano-3-{7-{4-[N,N-bis(4-hexyloxyphenyl)amino]phenyl}-4,9-dihydro-4,4,9,9-tetrahexyl-s-indaceno[1,2-b:5,6-b']dithiophene-2-yl}acrylic acid

Base Information

• Chemical Name: 2-cyano-3-{7-{4-[N,N-bis(4-hexyloxyphenyl)amino]phenyl}-4,9-dihydro-4,4,9,9-tetrahexyl-s-indaceno[1,2-b:5,6-b']dithiophene-2-yl}acrylic acid
• CAS No.: 1446707-47-6
• Molecular Formula: C₇₄H₉₆N₂O₄S₂
• Molecular Weight: 1141.72
• Mol file: 1446707-47-6.mol

Synonyms:2-cyano-3-{7-{4-[N,N-bis(4-hexyloxyphenyl)amino]phenyl}-4,9-dihydro-4,4,9,9-tetrahexyl-s-indaceno[1,2-b:5,6-b']dithiophene-2-yl}acrylic acid

Chemical Property of 2-cyano-3-{7-{4-[N,N-bis(4-hexyloxyphenyl)amino]phenyl}-4,9-dihydro-4,4,9,9-tetrahexyl-s-indaceno[1,2-b:5,6-b']dithiophene-2-yl}acrylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-cyano-3-{7-{4-[N,N-bis(4-hexyloxyphenyl)amino]phenyl}-4,9-dihydro-4,4,9,9-tetrahexyl-s-indaceno[1,2-b:5,6-b']dithiophene-2-yl}acrylic acid

There total 17 articles about 2-cyano-3-{7-{4-[N,N-bis(4-hexyloxyphenyl)amino]phenyl}-4,9-dihydro-4,4,9,9-tetrahexyl-s-indaceno[1,2-b:5,6-b']dithiophene-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: 66.0%

7-{4-[N,N-bis(4-hexyloxyphenyl)amino]phenyl}-4,9-dihydro-4,4,9,9-tetrahexylsindaceno[1,2-b:5,6-b']dithiophene-2-carbaldehyde (1509939-07-4) + cyanoacetic acid (372-09-8) → 2-cyano-3-{7-{4-[N,N-bis(4-hexyloxyphenyl)amino]phenyl}-4,9-dihydro-4,4,9,9-tetrahexyl-s-indaceno[1,2-b:5,6-b']dithiophene-2-yl}acrylic acid (1446707-47-6)

Guidance literature:

With piperidine; In chloroform; acetonitrile; at 65 ℃; Inert atmosphere;

DOI:10.1021/ol402749s

Reference yield:

4-(hexyloxy)-N-(4-(hexyloxy)phenyl)-N-phenylaniline (1146433-75-1) → 2-cyano-3-{7-{4-[N,N-bis(4-hexyloxyphenyl)amino]phenyl}-4,9-dihydro-4,4,9,9-tetrahexyl-s-indaceno[1,2-b:5,6-b']dithiophene-2-yl}acrylic acid (1446707-47-6)

Guidance literature:

Multi-step reaction with 4 steps

1: iodine; periodic acid / ethanol / 1 h / Reflux; Inert atmosphere

2: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere

3: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 24 h / Inert atmosphere; Reflux

4: piperidine / chloroform; acetonitrile / 65 °C / Inert atmosphere

With piperidine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; iodine; potassium acetate; potassium carbonate; periodic acid; In ethanol; chloroform; dimethyl sulfoxide; toluene; acetonitrile; 3: |Suzuki Coupling / 4: |Knoevenagel Condensation;

DOI:10.1021/ol402749s

Reference yield:

1-iodo-4-hexyloxybenzene (85557-94-4) → 2-cyano-3-{7-{4-[N,N-bis(4-hexyloxyphenyl)amino]phenyl}-4,9-dihydro-4,4,9,9-tetrahexyl-s-indaceno[1,2-b:5,6-b']dithiophene-2-yl}acrylic acid (1446707-47-6)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium hydroxide; copper(l) chloride; 1,10-Phenanthroline / toluene / 12 h / 100 °C / Inert atmosphere; Reflux

2: iodine; periodic acid / ethanol / 1 h / Reflux; Inert atmosphere

3: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere

4: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 24 h / Inert atmosphere; Reflux

5: piperidine / chloroform; acetonitrile / 65 °C / Inert atmosphere

With piperidine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,10-Phenanthroline; iodine; potassium acetate; potassium carbonate; periodic acid; copper(l) chloride; potassium hydroxide; In ethanol; chloroform; dimethyl sulfoxide; toluene; acetonitrile; 4: |Suzuki Coupling / 5: |Knoevenagel Condensation;

DOI:10.1021/ol402749s

upstream raw materials:

1-iodo-4-hexyloxybenzene

4-(hexyloxy)-N-(4-(hexyloxy)phenyl)-N-phenylaniline

4-(hexyloxy)-N-(4-(hexyloxy)phenyl)-N-(4-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)aniline

7-bromo-4,9-dihydro-4,4,9,9-tetrahexyl-s-indaceno[1,2-b:5,6-b']dithiophene-2-carbaldehyde