5-(5'-(4-(diphenylamino)phenyl)-4,4'-dihexyl-2,2'-bithiazol-5-yl)thiophene-2-carbaldehyde

Base Information

• Chemical Name: 5-(5'-(4-(diphenylamino)phenyl)-4,4'-dihexyl-2,2'-bithiazol-5-yl)thiophene-2-carbaldehyde
• CAS No.: 1268485-34-2
• Molecular Formula: C₄₁H₄₃N₃OS₃
• Molecular Weight: 690.01
• Mol file: 1268485-34-2.mol

Synonyms:5-(5'-(4-(diphenylamino)phenyl)-4,4'-dihexyl-2,2'-bithiazol-5-yl)thiophene-2-carbaldehyde

Chemical Property of 5-(5'-(4-(diphenylamino)phenyl)-4,4'-dihexyl-2,2'-bithiazol-5-yl)thiophene-2-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(5'-(4-(diphenylamino)phenyl)-4,4'-dihexyl-2,2'-bithiazol-5-yl)thiophene-2-carbaldehyde

There total 4 articles about 5-(5'-(4-(diphenylamino)phenyl)-4,4'-dihexyl-2,2'-bithiazol-5-yl)thiophene-2-carbaldehyde 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: 92.0%

dimethyl 4-(diphenylamino)phenylboronate (1019056-21-3) + 5-(5'-bromo-4,4'-dihexyl-2,2'-bithiazol-5-yl)thiophene-2-carbaldehyde (1268485-33-1) → 5-(5'-(4-(diphenylamino)phenyl)-4,4'-dihexyl-2,2'-bithiazol-5-yl)thiophene-2-carbaldehyde (1268485-34-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; Inert atmosphere; Reflux;

DOI:10.1039/c0jm03811c

Reference yield:

5-(5'-bromo-4,4'-dihexyl-2,2'-bithiazol-5-yl)thiophene-2-carbaldehyde (1268485-33-1) + 4-(diphenylamino)phenyl boronic acid (201802-67-7) → 5-(5'-(4-(diphenylamino)phenyl)-4,4'-dihexyl-2,2'-bithiazol-5-yl)thiophene-2-carbaldehyde (1268485-34-2)

Guidance literature:

5-(5'-bromo-4,4'-dihexyl-2,2'-bithiazol-5-yl)thiophene-2-carbaldehyde; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; at 45 ℃; for 0.5h; Inert atmosphere;

4-(diphenylamino)phenyl boronic acid; In tetrahydrofuran; cyclohexane; for 12h; Reflux;

DOI:10.1039/c3ra00181d

Reference yield:

(5-formylthiophen-2-yl)boronic acid → 5-(5'-(4-(diphenylamino)phenyl)-4,4'-dihexyl-2,2'-bithiazol-5-yl)thiophene-2-carbaldehyde (1268485-34-2)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / Inert atmosphere; Reflux

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / Inert atmosphere; Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; 1: Suzuki coupling / 2: Suzuki coupling;

DOI:10.1039/c0jm03811c

upstream raw materials:

dimethyl 4-(diphenylamino)phenylboronate

5-(5'-bromo-4,4'-dihexyl-2,2'-bithiazol-5-yl)thiophene-2-carbaldehyde

5,5′-dibromo-4,4′-dibutyl-2,2′-bisthiazole

4-(diphenylamino)phenyl boronic acid

Downstream raw materials:

2-cyano-3-(5-{5'-[4-(diphenylamino)phenyl]-4,4'-dihexyl-2,2'-bithiazol-5-yl-4,4'-dihexyl-2,2'-bithiazol-5-yl}thiophen-2-yl)acrylic acid