N-{4-[5-(5-ethynyl-4-hexyl-thiophen-2-ylethynyl)-4-hexyl-thiophen-2-ylethynyl]-phenyl}-formamide

Base Information

Chemical Name:N-{4-[5-(5-ethynyl-4-hexyl-thiophen-2-ylethynyl)-4-hexyl-thiophen-2-ylethynyl]-phenyl}-formamide
CAS No.:877047-69-3
Molecular Formula:C₃₃H₃₅NOS₂
Molecular Weight:525.779
Hs Code.:

<i>N</i>-{4-[5-(5-ethynyl-4-hexyl-thiophen-2-ylethynyl)-4-hexyl-thiophen-2-ylethynyl]-phenyl}-formamide

Synonyms:N-{4-[5-(5-ethynyl-4-hexyl-thiophen-2-ylethynyl)-4-hexyl-thiophen-2-ylethynyl]-phenyl}-formamide

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Chemical Property of N-{4-[5-(5-ethynyl-4-hexyl-thiophen-2-ylethynyl)-4-hexyl-thiophen-2-ylethynyl]-phenyl}-formamide

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Technology Process of N-{4-[5-(5-ethynyl-4-hexyl-thiophen-2-ylethynyl)-4-hexyl-thiophen-2-ylethynyl]-phenyl}-formamide

There total 5 articles about N-{4-[5-(5-ethynyl-4-hexyl-thiophen-2-ylethynyl)-4-hexyl-thiophen-2-ylethynyl]-phenyl}-formamide 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: 89.0%

: 877047-61-5
N-{4-[4-hexyl-5-(4-hexyl-5-trimethylsilanylethynyl-thiophen-2-ylethynyl)-thiophen-2-ylethynyl]-phenyl}-formamide

: 877047-69-3
N-{4-[5-(5-ethynyl-4-hexyl-thiophen-2-ylethynyl)-4-hexyl-thiophen-2-ylethynyl]-phenyl}-formamide

Guidance literature:: With potassium carbonate; In methanol; dichloromethane; at 20 ℃;
DOI:10.1021/ol052252g

Reference yield:

: 3-n-hexyl-5-iodo-2-[(trimethylsilyl)ethynyl]-thiophene

: 877047-69-3
N-{4-[5-(5-ethynyl-4-hexyl-thiophen-2-ylethynyl)-4-hexyl-thiophen-2-ylethynyl]-phenyl}-formamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 98 percent / ethyldiisopropylamine; CuI / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 20 °C

2.1: ethyldiisopropylamine; n-BuLi / diethyl ether / 0.5 h / -78 °C

2.2: 84 percent / iodine / diethyl ether / -78 - 20 °C

3.1: 84 percent / ethyldiisopropylamine; CuI / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 20 °C

4.1: 89 percent / potassium carbonate / CH₂Cl₂; methanol / 20 °C

With copper(l) iodide; n-butyllithium; potassium carbonate; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1.1: Sonogashira coupling / 3.1: Sonogashira coupling;
DOI:10.1021/ol052252g

Reference yield:

: 877047-59-1
[4-n-hexyl-5-(4-n-hexyl-thiophen-2-ylethynyl)-thiophen-2-ylethynyl]-trimethylsilane

: 877047-69-3
N-{4-[5-(5-ethynyl-4-hexyl-thiophen-2-ylethynyl)-4-hexyl-thiophen-2-ylethynyl]-phenyl}-formamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: ethyldiisopropylamine; n-BuLi / diethyl ether / 0.5 h / -78 °C

1.2: 84 percent / iodine / diethyl ether / -78 - 20 °C

2.1: 84 percent / ethyldiisopropylamine; CuI / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 20 °C

3.1: 89 percent / potassium carbonate / CH₂Cl₂; methanol / 20 °C

With copper(l) iodide; n-butyllithium; potassium carbonate; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 2.1: Sonogashira coupling;
DOI:10.1021/ol052252g