4-methoxy-N-(4-methoxyphenyl)-N-(4-(5-(7-(thiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophen-2-yl)phenyl)aniline

Base Information

• Chemical Name: 4-methoxy-N-(4-methoxyphenyl)-N-(4-(5-(7-(thiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophen-2-yl)phenyl)aniline
• CAS No.: 1380314-77-1
• Molecular Formula: C₃₄H₂₅N₃O₂S₃
• Molecular Weight: 603.789

Synonyms:4-methoxy-N-(4-methoxyphenyl)-N-(4-(5-(7-(thiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophen-2-yl)phenyl)aniline

Chemical Property of 4-methoxy-N-(4-methoxyphenyl)-N-(4-(5-(7-(thiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophen-2-yl)phenyl)aniline

Chemical Property:

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Technology Process of 4-methoxy-N-(4-methoxyphenyl)-N-(4-(5-(7-(thiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophen-2-yl)phenyl)aniline

There total 7 articles about 4-methoxy-N-(4-methoxyphenyl)-N-(4-(5-(7-(thiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophen-2-yl)phenyl)aniline 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: 23.6%

4-methoxy-N-(4-methoxyphenyl)-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]benzenamine (875667-84-8) + 4-(5-bromo-thiophen-2-yl)-7-(thiophen-2-yl)benzo[c][1,2,5]thiadiazole (1093862-55-5) → 4-methoxy-N-(4-methoxyphenyl)-N-(4-(5-(7-(thiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophen-2-yl)phenyl)aniline (1380314-77-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; water; toluene; for 16h; Reflux;

DOI:10.1016/j.jphotochem.2012.01.011

Reference yield:

4-bromo-N,N-bis-(4-methoxyphenyl)aniline (194416-45-0) → 4-methoxy-N-(4-methoxyphenyl)-N-(4-(5-(7-(thiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophen-2-yl)phenyl)aniline (1380314-77-1)

Guidance literature:

Multi-step reaction with 2 steps

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 24 h / Inert atmosphere; Reflux

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / ethanol; water; toluene / 16 h / Reflux

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; potassium carbonate; In 1,4-dioxane; ethanol; water; toluene;

DOI:10.1016/j.jphotochem.2012.01.011

Reference yield:

1-bromo-4-methoxy-benzene (104-92-7) → 4-methoxy-N-(4-methoxyphenyl)-N-(4-(5-(7-(thiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)thiophen-2-yl)phenyl)aniline (1380314-77-1)

Guidance literature:

Multi-step reaction with 4 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate / toluene / 24 h / 90 °C / Inert atmosphere

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate / toluene / 24 h / 90 °C / Inert atmosphere

3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 24 h / Inert atmosphere; Reflux

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / ethanol; water; toluene / 16 h / Reflux

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In 1,4-dioxane; ethanol; water; toluene; 1: Buchwald-Hartwig coupling / 2: Buchwald-Hartwig coupling;

DOI:10.1016/j.jphotochem.2012.01.011

upstream raw materials:

4-methoxy-N-(4-methoxyphenyl)-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]benzenamine

4-(5-bromo-thiophen-2-yl)-7-(thiophen-2-yl)benzo[c][1,2,5]thiadiazole

1-bromo-4-methoxy-benzene

4,7-dibromobenzo[c][1,2,5]thiadiazole

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