4-[4-(4-hexyl-5-{7-[3-hexyl-5-(4-methoxy-phenylethynyl)thiophen-2-yl]benzo[1,2,5]thiadiazol-4-yl}thiophen-2-ylethynyl)phenyl]butyric acid

Base Information

• Chemical Name: 4-[4-(4-hexyl-5-{7-[3-hexyl-5-(4-methoxy-phenylethynyl)thiophen-2-yl]benzo[1,2,5]thiadiazol-4-yl}thiophen-2-ylethynyl)phenyl]butyric acid
• CAS No.: 1450985-33-7
• Molecular Formula: C₄₇H₄₈N₂O₃S₃
• Molecular Weight: 785.108
• Mol file: 1450985-33-7.mol

Synonyms:4-[4-(4-hexyl-5-{7-[3-hexyl-5-(4-methoxy-phenylethynyl)thiophen-2-yl]benzo[1,2,5]thiadiazol-4-yl}thiophen-2-ylethynyl)phenyl]butyric acid

Chemical Property of 4-[4-(4-hexyl-5-{7-[3-hexyl-5-(4-methoxy-phenylethynyl)thiophen-2-yl]benzo[1,2,5]thiadiazol-4-yl}thiophen-2-ylethynyl)phenyl]butyric acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[4-(4-hexyl-5-{7-[3-hexyl-5-(4-methoxy-phenylethynyl)thiophen-2-yl]benzo[1,2,5]thiadiazol-4-yl}thiophen-2-ylethynyl)phenyl]butyric acid

There total 5 articles about 4-[4-(4-hexyl-5-{7-[3-hexyl-5-(4-methoxy-phenylethynyl)thiophen-2-yl]benzo[1,2,5]thiadiazol-4-yl}thiophen-2-ylethynyl)phenyl]butyric 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: 90.0%

4-[4-(4-hexyl-5-{7-[3-hexyl-5-(4-methoxy-phenylethynyl)thiophen-2-yl]benzo[1,2,5]thiadiazol-4-yl}thiophen-2-ylethynyl)phenyl]butyric acid methyl ester (1450985-20-2) → 4-[4-(4-hexyl-5-{7-[3-hexyl-5-(4-methoxy-phenylethynyl)thiophen-2-yl]benzo[1,2,5]thiadiazol-4-yl}thiophen-2-ylethynyl)phenyl]butyric acid (1450985-33-7)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; at 0 - 20 ℃; for 13h; Inert atmosphere;

DOI:10.1002/anie.201203404

Reference yield:

4-(3-hexyl-5-iodo-thiophen-2-yl)-7-[3-hexyl-5-(4-methoxy-phenylethynyl)thiophen-2-yl]benzo[1,2,5]thiadiazole (1450984-39-0) → 4-[4-(4-hexyl-5-{7-[3-hexyl-5-(4-methoxy-phenylethynyl)thiophen-2-yl]benzo[1,2,5]thiadiazol-4-yl}thiophen-2-ylethynyl)phenyl]butyric acid (1450985-33-7)

Guidance literature:

Multi-step reaction with 3 steps

1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere; Schlenk technique

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; silver(l) oxide / tetrahydrofuran / 20 h / 70 °C / Inert atmosphere; Schlenk technique

3: lithium hydroxide monohydrate / tetrahydrofuran / 13 h / 0 - 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium hydroxide monohydrate; triethylamine; silver(l) oxide; In tetrahydrofuran;

DOI:10.1002/anie.201203404

Reference yield:

4,7-Bis(3-hexyl-5-iodothiophen-2-yl)benzo[2,1,3]thiadiazole (1373929-33-9) → 4-[4-(4-hexyl-5-{7-[3-hexyl-5-(4-methoxy-phenylethynyl)thiophen-2-yl]benzo[1,2,5]thiadiazol-4-yl}thiophen-2-ylethynyl)phenyl]butyric acid (1450985-33-7)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; silver(l) oxide / tetrahydrofuran / 20 h / 70 °C / Inert atmosphere; Schlenk technique

2: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere; Schlenk technique

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; silver(l) oxide / tetrahydrofuran / 20 h / 70 °C / Inert atmosphere; Schlenk technique

4: lithium hydroxide monohydrate / tetrahydrofuran / 13 h / 0 - 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium hydroxide monohydrate; triethylamine; silver(l) oxide; In tetrahydrofuran;

DOI:10.1002/anie.201203404

upstream raw materials:

4-(3-hexyl-5-iodo-thiophen-2-yl)-7-[3-hexyl-5-(4-methoxy-phenylethynyl)thiophen-2-yl]benzo[1,2,5]thiadiazole

4,7-Bis(3-hexyl-5-iodothiophen-2-yl)benzo[2,1,3]thiadiazole

(4-methoxyphenylethynyl)trimethylsilane

4-[3-hexyl-5-(4-methoxy-phenylethynyl)thiophen-2-yl]-7-(3-hexyl-5-trimethylsilanylethynyl-thiophen-2-yl)benzo[1,2,5]thiadiazole

Downstream raw materials:

4-[4-(4-hexyl-5-{7-[3-hexyl-5-(4-methoxy-phenylethynyl)thiophen-2-yl]benzo[1,2,5]thiadiazol-4-yl}thiophen-2-ylethynyl)phenyl]butyric acid 2,5-dioxo-pyrrolidin-1-yl ester