2-cyano-3-(6-(4-(diphenylamino)phenyl)-4-(4-(hexyloxy)phenyl)-4H-dithieno[3,2-b:2',3'-d]pyrrol-2-yl)acrylic acid

Base Information

• Chemical Name: 2-cyano-3-(6-(4-(diphenylamino)phenyl)-4-(4-(hexyloxy)phenyl)-4H-dithieno[3,2-b:2',3'-d]pyrrol-2-yl)acrylic acid
• CAS No.: 1572185-78-4
• Molecular Formula: C₄₂H₃₅N₃O₃S₂
• Molecular Weight: 693.89

Synonyms:2-cyano-3-(6-(4-(diphenylamino)phenyl)-4-(4-(hexyloxy)phenyl)-4H-dithieno[3,2-b:2',3'-d]pyrrol-2-yl)acrylic acid

Chemical Property of 2-cyano-3-(6-(4-(diphenylamino)phenyl)-4-(4-(hexyloxy)phenyl)-4H-dithieno[3,2-b:2',3'-d]pyrrol-2-yl)acrylic acid

Chemical Property:

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Technology Process of 2-cyano-3-(6-(4-(diphenylamino)phenyl)-4-(4-(hexyloxy)phenyl)-4H-dithieno[3,2-b:2',3'-d]pyrrol-2-yl)acrylic acid

There total 6 articles about 2-cyano-3-(6-(4-(diphenylamino)phenyl)-4-(4-(hexyloxy)phenyl)-4H-dithieno[3,2-b:2',3'-d]pyrrol-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: 34.0%

6-(4-(diphenylamino)phenyl)-4-(4-(hexyloxy)phenyl)-4H-dithieno[3,2-b:2',3'-d]pyrrole-2-carbaldehyde (1572185-77-3) + cyanoacetic acid (372-09-8) → 2-cyano-3-(6-(4-(diphenylamino)phenyl)-4-(4-(hexyloxy)phenyl)-4H-dithieno[3,2-b:2',3'-d]pyrrol-2-yl)acrylic acid (1572185-78-4)

Guidance literature:

With piperidine; In chloroform; acetonitrile; Reflux;

DOI:10.1016/j.tet.2014.02.002

Reference yield:

3,3'dibromo-2,2'-bithiophene (51751-44-1) → 2-cyano-3-(6-(4-(diphenylamino)phenyl)-4-(4-(hexyloxy)phenyl)-4H-dithieno[3,2-b:2',3'-d]pyrrol-2-yl)acrylic acid (1572185-78-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium tert-butylate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 1,1'-bis-(diphenylphosphino)ferrocene / toluene / 0.25 h / 20 °C

1.2: Reflux

2.1: trichlorophosphate / 1,2-dichloro-ethane / 0 - 20 °C / Reflux

3.1: N-iodo-succinimide; acetic acid / chloroform / 20 °C / Darkness

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; 1,2-dimethoxyethane / Reflux

5.1: piperidine / chloroform; acetonitrile / Reflux

With piperidine; 1,1'-bis-(diphenylphosphino)ferrocene; N-iodo-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium tert-butylate; potassium carbonate; acetic acid; trichlorophosphate; In tetrahydrofuran; 1,2-dimethoxyethane; chloroform; 1,2-dichloro-ethane; toluene; acetonitrile; 5.1: |Knoevenagel Condensation;

DOI:10.1016/j.tet.2014.02.002

Reference yield:

4-(n-hexyloxy)aniline (39905-57-2) → 2-cyano-3-(6-(4-(diphenylamino)phenyl)-4-(4-(hexyloxy)phenyl)-4H-dithieno[3,2-b:2',3'-d]pyrrol-2-yl)acrylic acid (1572185-78-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium tert-butylate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 1,1'-bis-(diphenylphosphino)ferrocene / toluene / 0.25 h / 20 °C

1.2: Reflux

2.1: trichlorophosphate / 1,2-dichloro-ethane / 0 - 20 °C / Reflux

3.1: N-iodo-succinimide; acetic acid / chloroform / 20 °C / Darkness

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; 1,2-dimethoxyethane / Reflux

5.1: piperidine / chloroform; acetonitrile / Reflux

With piperidine; 1,1'-bis-(diphenylphosphino)ferrocene; N-iodo-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium tert-butylate; potassium carbonate; acetic acid; trichlorophosphate; In tetrahydrofuran; 1,2-dimethoxyethane; chloroform; 1,2-dichloro-ethane; toluene; acetonitrile; 5.1: |Knoevenagel Condensation;

DOI:10.1016/j.tet.2014.02.002

upstream raw materials:

6-(4-(diphenylamino)phenyl)-4-(4-(hexyloxy)phenyl)-4H-dithieno[3,2-b:2',3'-d]pyrrole-2-carbaldehyde

cyanoacetic acid

4-(4-(hexyloxy)phenyl)-6-iodo-4H-dithieno[3,2-b:2',3'-d]pyrrole-2-carbaldehyde

3,3'dibromo-2,2'-bithiophene

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