4-(5-(N,N-di-p-tolyl-4-aminophenyl)-thiophen-2-yl)-7-(4-hexyl-5-(trimethylsilylethynyl)-2-thienyl)-2,1,3-benzothiadiazole

Base Information

Chemical Name:4-(5-(N,N-di-p-tolyl-4-aminophenyl)-thiophen-2-yl)-7-(4-hexyl-5-(trimethylsilylethynyl)-2-thienyl)-2,1,3-benzothiadiazole
CAS No.:1361000-50-1
Molecular Formula:C₄₅H₄₅N₃S₃Si
Molecular Weight:752.156
Hs Code.:

Synonyms:4-(5-(N,N-di-p-tolyl-4-aminophenyl)-thiophen-2-yl)-7-(4-hexyl-5-(trimethylsilylethynyl)-2-thienyl)-2,1,3-benzothiadiazole

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Chemical Property of 4-(5-(N,N-di-p-tolyl-4-aminophenyl)-thiophen-2-yl)-7-(4-hexyl-5-(trimethylsilylethynyl)-2-thienyl)-2,1,3-benzothiadiazole

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Technology Process of 4-(5-(N,N-di-p-tolyl-4-aminophenyl)-thiophen-2-yl)-7-(4-hexyl-5-(trimethylsilylethynyl)-2-thienyl)-2,1,3-benzothiadiazole

There total 3 articles about 4-(5-(N,N-di-p-tolyl-4-aminophenyl)-thiophen-2-yl)-7-(4-hexyl-5-(trimethylsilylethynyl)-2-thienyl)-2,1,3-benzothiadiazole 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: 87.0%

: 1361000-47-6
4-(5-(N,N-di-p-tolyl-4-aminophenyl)-thiophen-2-yl)-7-(5-bromo-4-hexyl-2-thienyl)-2,1,3-benzothiadiazole

: 1066-54-2
trimethylsilylacetylene

: 1361000-50-1
4-(5-(N,N-di-p-tolyl-4-aminophenyl)-thiophen-2-yl)-7-(4-hexyl-5-(trimethylsilylethynyl)-2-thienyl)-2,1,3-benzothiadiazole

Guidance literature:: With copper(l) iodide; palladium diacetate; triethylamine; triphenylphosphine; In dichloromethane; at 50 ℃; Inert atmosphere;
DOI:10.1002/chem.201102598

Reference yield:

: 1192689-61-4
4-bromo-7-(4-hexylthiophen-2-yl)benzo[c][1,2,5]thiadiazole

: 1361000-50-1
4-(5-(N,N-di-p-tolyl-4-aminophenyl)-thiophen-2-yl)-7-(4-hexyl-5-(trimethylsilylethynyl)-2-thienyl)-2,1,3-benzothiadiazole

Guidance literature:: Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 24 h / Inert atmosphere; Reflux

2: N-Bromosuccinimide; acetic acid / chloroform / 20 °C / Inert atmosphere; Darkness; Cooling with ice

3: copper(l) iodide; palladium diacetate; triethylamine; triphenylphosphine / dichloromethane / 50 °C / Inert atmosphere

With N-Bromosuccinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; acetic acid; triethylamine; triphenylphosphine; In dichloromethane; chloroform; toluene; 1: Stille coupling / 3: Sonogashira coupling;
DOI:10.1002/chem.201102598

Reference yield:

: 1374310-76-5
4-(2-(tributylstannyl)thiophene-5-yl)-N,N-bis(4-methylphenyl)aniline

: 1361000-50-1
4-(5-(N,N-di-p-tolyl-4-aminophenyl)-thiophen-2-yl)-7-(4-hexyl-5-(trimethylsilylethynyl)-2-thienyl)-2,1,3-benzothiadiazole

Guidance literature:: Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 24 h / Inert atmosphere; Reflux

2: N-Bromosuccinimide; acetic acid / chloroform / 20 °C / Inert atmosphere; Darkness; Cooling with ice

3: copper(l) iodide; palladium diacetate; triethylamine; triphenylphosphine / dichloromethane / 50 °C / Inert atmosphere

With N-Bromosuccinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; acetic acid; triethylamine; triphenylphosphine; In dichloromethane; chloroform; toluene; 1: Stille coupling / 3: Sonogashira coupling;
DOI:10.1002/chem.201102598