3,3',3''-(benzene-1,3,5-triyl)tris(ethyne-1,2-diyl)trianiline

Base Information

• Chemical Name: 3,3',3''-(benzene-1,3,5-triyl)tris(ethyne-1,2-diyl)trianiline
• CAS No.: 557078-00-9
• Molecular Formula: C₃₀H₂₁N₃
• Molecular Weight: 423.517
• Mol file: 557078-00-9.mol

Synonyms:3,3',3''-(benzene-1,3,5-triyl)tris(ethyne-1,2-diyl)trianiline

Chemical Property of 3,3',3''-(benzene-1,3,5-triyl)tris(ethyne-1,2-diyl)trianiline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,3',3''-(benzene-1,3,5-triyl)tris(ethyne-1,2-diyl)trianiline

There total 4 articles about 3,3',3''-(benzene-1,3,5-triyl)tris(ethyne-1,2-diyl)trianiline 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: 98.0%

tri-(tert-butyl) N,N',N''-(benzene-1,3,5-triyl)tris[ethyne-1,2-diyl(1,3-phenylene)]tricarbamate (557077-99-3) → 3,3',3''-(benzene-1,3,5-triyl)tris(ethyne-1,2-diyl)trianiline (557078-00-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1002/hlca.200390049

Reference yield: 78.0%

1,3,5-tris(3-nitrophenylethynyl)benzene (1095314-60-5) → 3,3',3''-(benzene-1,3,5-triyl)tris(ethyne-1,2-diyl)trianiline (557078-00-9)

Guidance literature:

With tin(II) chloride dihdyrate; In 1,4-dioxane; at 20 - 50 ℃; for 5h;

DOI:10.1016/j.tet.2008.10.036

Reference yield:

1,3,5-Triethynylbenzene (7567-63-7) → 3,3',3''-(benzene-1,3,5-triyl)tris(ethyne-1,2-diyl)trianiline (557078-00-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / CuI / [PdCl₂(PPh₃)2] / diethylamine / 72 h / 20 °C

2: 98 percent / TFA / CH₂Cl₂ / 1 h / 0 °C

With copper(l) iodide; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; In dichloromethane; diethylamine; 1: Sonogashira cross-coupling;

DOI:10.1002/hlca.200390049

upstream raw materials:

tri-(tert-butyl) N,N',N''-(benzene-1,3,5-triyl)tris[ethyne-1,2-diyl(1,3-phenylene)]tricarbamate

1,3,5-Triethynylbenzene

iodo-3-(tert-butyloxycarbonylamino)benzene

1,3,5-tris(3-nitrophenylethynyl)benzene

Downstream raw materials:

1,3,5-tris[3-(3-phenylureido)phenylethynyl]benzene

1,3,5-tris(2-(3-aminophenyl)ethyl)benzene

tri-(tert-butyl) N,N'N''-(benzene-1,3,5-triyl)tris{(S)-[(ethyne-1,2-diyl)-(1,3-phenylene)iminocarbonyl](2-methylpropyl)methylene}tricarbamate