4,7-bis[(4-hexylphenyl)ethynyl]-1-methyl-2-(5-phenylthiophen-2-yl)-1H-benzo[d]imidazole

Base Information

Chemical Name:4,7-bis[(4-hexylphenyl)ethynyl]-1-methyl-2-(5-phenylthiophen-2-yl)-1H-benzo[d]imidazole
CAS No.:1349683-07-3
Molecular Formula:C₄₆H₄₆N₂S
Molecular Weight:658.951
Hs Code.:

Synonyms:4,7-bis[(4-hexylphenyl)ethynyl]-1-methyl-2-(5-phenylthiophen-2-yl)-1H-benzo[d]imidazole

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Chemical Property of 4,7-bis[(4-hexylphenyl)ethynyl]-1-methyl-2-(5-phenylthiophen-2-yl)-1H-benzo[d]imidazole

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Technology Process of 4,7-bis[(4-hexylphenyl)ethynyl]-1-methyl-2-(5-phenylthiophen-2-yl)-1H-benzo[d]imidazole

There total 5 articles about 4,7-bis[(4-hexylphenyl)ethynyl]-1-methyl-2-(5-phenylthiophen-2-yl)-1H-benzo[d]imidazole 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: 61.0%

: 1349683-05-1
4,7-dibromo-1-methyl-2-(5-phenylthiophen-2-yl)-1H-benzo[d]imidazole

: 259139-06-5
1-n-hexyl-4-(trimethylsilylethynyl)benzene

: 1349683-07-3
4,7-bis[(4-hexylphenyl)ethynyl]-1-methyl-2-(5-phenylthiophen-2-yl)-1H-benzo[d]imidazole

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; In tetrahydrofuran; at 70 ℃; Inert atmosphere;
DOI:10.1002/asia.201100401

Reference yield:

: 69272-50-0
1,2-diamine-3,6-dibromobenzene

: 1349683-07-3
4,7-bis[(4-hexylphenyl)ethynyl]-1-methyl-2-(5-phenylthiophen-2-yl)-1H-benzo[d]imidazole

Guidance literature:: Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / ethanol; water / 24 h / Reflux; Inert atmosphere

2: potassium carbonate / ethanol / 1 h

3: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine / tetrahydrofuran / 70 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; ethanol; water; 3: Sonogashira-Hagihara coupling;
DOI:10.1002/asia.201100401

Reference yield:

: 15155-41-6
4,7-dibromobenzo[c][1,2,5]thiadiazole

: 1349683-07-3
4,7-bis[(4-hexylphenyl)ethynyl]-1-methyl-2-(5-phenylthiophen-2-yl)-1H-benzo[d]imidazole

Guidance literature:: Multi-step reaction with 4 steps

1: sodium tetrahydroborate / ethanol / 0 - 20 °C / Inert atmosphere

2: toluene-4-sulfonic acid / ethanol; water / 24 h / Reflux; Inert atmosphere

3: potassium carbonate / ethanol / 1 h

4: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine / tetrahydrofuran / 70 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; copper(l) iodide; tetrabutyl ammonium fluoride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; ethanol; water; 4: Sonogashira-Hagihara coupling;
DOI:10.1002/asia.201100401