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

Base Information

• Chemical Name: 4-(3-hexyl-5-iodo-thiophen-2-yl)-7-[3-hexyl-5-(4-methoxy-phenylethynyl)thiophen-2-yl]benzo[1,2,5]thiadiazole
• CAS No.: 1450984-39-0
• Molecular Formula: C₃₅H₃₇IN₂OS₃
• Molecular Weight: 724.794
• Mol file: 1450984-39-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about 4-(3-hexyl-5-iodo-thiophen-2-yl)-7-[3-hexyl-5-(4-methoxy-phenylethynyl)thiophen-2-yl]benzo[1,2,5]thiadiazole 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: 70.0%

4,7-Bis(3-hexyl-5-iodothiophen-2-yl)benzo[2,1,3]thiadiazole (1373929-33-9) + (4-methoxyphenylethynyl)trimethylsilane (3989-14-8) → 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)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; silver(l) oxide; In tetrahydrofuran; at 70 ℃; for 20h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201203404

Reference yield: 95.0%

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) + trimethylsilylacetylene (1066-54-2) → 4-[3-hexyl-5-(4-methoxy-phenylethynyl)thiophen-2-yl]-7-(3-hexyl-5-trimethylsilanylethynyl-thiophen-2-yl)benzo[1,2,5]thiadiazole (1450985-03-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere; Schlenk technique;

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 methyl ester (1450985-20-2)

Guidance literature:

Multi-step reaction with 2 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

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

DOI:10.1002/anie.201203404

upstream raw materials:

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

(4-methoxyphenylethynyl)trimethylsilane

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 methyl ester

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

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

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