N,N'-bis(4-ethynylphenyl)-2,6-bis(3,5-di-tert-butylbenzylamine)-1,4,5,8-tetracarboxylic acid naphthalenediimide

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Chemical Name:N,N'-bis(4-ethynylphenyl)-2,6-bis(3,5-di-tert-butylbenzylamine)-1,4,5,8-tetracarboxylic acid naphthalenediimide
CAS No.:1266490-68-9
Molecular Formula:C₆₀H₆₀N₄O₄
Molecular Weight:901.161
Hs Code.:

Synonyms:N,N'-bis(4-ethynylphenyl)-2,6-bis(3,5-di-tert-butylbenzylamine)-1,4,5,8-tetracarboxylic acid naphthalenediimide

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Chemical Property of N,N'-bis(4-ethynylphenyl)-2,6-bis(3,5-di-tert-butylbenzylamine)-1,4,5,8-tetracarboxylic acid naphthalenediimide

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Technology Process of N,N'-bis(4-ethynylphenyl)-2,6-bis(3,5-di-tert-butylbenzylamine)-1,4,5,8-tetracarboxylic acid naphthalenediimide

There total 6 articles about N,N'-bis(4-ethynylphenyl)-2,6-bis(3,5-di-tert-butylbenzylamine)-1,4,5,8-tetracarboxylic acid naphthalenediimide 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: 67.0%

: 1266490-65-6
N,N'-bis{4-[2-(triisopropylsilanyl)ethynylphenyl]}-2,6-bis(3,5-di-tert-butylbenzylamine)-1,4,5,8-tetracarboxylic acid naphthalenediimide

: 1266490-68-9
N,N'-bis(4-ethynylphenyl)-2,6-bis(3,5-di-tert-butylbenzylamine)-1,4,5,8-tetracarboxylic acid naphthalenediimide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; for 2h; Inert atmosphere;
DOI:10.1002/ejoc.201001415

Reference yield:

: 62938-08-3
3,5-di-tert-butylbenzyl bromide

: 1266490-68-9
N,N'-bis(4-ethynylphenyl)-2,6-bis(3,5-di-tert-butylbenzylamine)-1,4,5,8-tetracarboxylic acid naphthalenediimide

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 25 °C / Inert atmosphere

2: hydrazine / tetrahydrofuran / 3 h / 70 °C / Inert atmosphere

3: potassium carbonate / 1,3-dimethyl-2-imidazolidinone / 16 h / 100 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 25 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; potassium carbonate; hydrazine; In tetrahydrofuran; 1,3-dimethyl-2-imidazolidinone; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201001415

Reference yield:

: 540-37-4
p-aminoiodobenzene

: 1266490-68-9
N,N'-bis(4-ethynylphenyl)-2,6-bis(3,5-di-tert-butylbenzylamine)-1,4,5,8-tetracarboxylic acid naphthalenediimide

Guidance literature:: Multi-step reaction with 4 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 5 h / 25 °C / Inert atmosphere

2: acetic anhydride / 0.5 h / 120 °C / Inert atmosphere

3: potassium carbonate / 1,3-dimethyl-2-imidazolidinone / 16 h / 100 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 25 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; acetic anhydride; potassium carbonate; triethylamine; In tetrahydrofuran; 1,3-dimethyl-2-imidazolidinone; 1: Sonogashira coupling;
DOI:10.1002/ejoc.201001415