N,N-bis(4-iodophenyl)-4-[4-bis(E,E)-{4,6-(dimethylaminostyryl)pyrimidin-2-yl}ethynyl]aniline

Base Information

• Chemical Name: N,N-bis(4-iodophenyl)-4-[4-bis(E,E)-{4,6-(dimethylaminostyryl)pyrimidin-2-yl}ethynyl]aniline
• CAS No.: 1581300-25-5
• Molecular Formula: C₄₄H₃₇I₂N₅
• Molecular Weight: 889.62
• Mol file: 1581300-25-5.mol

Synonyms:N,N-bis(4-iodophenyl)-4-[4-bis(E,E)-{4,6-(dimethylaminostyryl)pyrimidin-2-yl}ethynyl]aniline

Chemical Property of N,N-bis(4-iodophenyl)-4-[4-bis(E,E)-{4,6-(dimethylaminostyryl)pyrimidin-2-yl}ethynyl]aniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-bis(4-iodophenyl)-4-[4-bis(E,E)-{4,6-(dimethylaminostyryl)pyrimidin-2-yl}ethynyl]aniline

There total 6 articles about N,N-bis(4-iodophenyl)-4-[4-bis(E,E)-{4,6-(dimethylaminostyryl)pyrimidin-2-yl}ethynyl]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: 19.0%

(E,E)-4,6-bis(4-dimethylaminostyryl)-2-ethynylpyrimidine (1581300-20-0) + tris(4-iodophenyl)amine (4181-20-8) → N,N-bis(4-iodophenyl)-4-[4-bis(E,E)-{4,6-(dimethylaminostyryl)pyrimidin-2-yl}ethynyl]aniline (1581300-25-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In toluene; at 40 ℃; for 72h; Inert atmosphere;

DOI:10.1016/j.tet.2014.02.044

Reference yield:

2-iodo-4,6-dimethylpyrimidine (16879-40-6) → N,N-bis(4-iodophenyl)-4-[4-bis(E,E)-{4,6-(dimethylaminostyryl)pyrimidin-2-yl}ethynyl]aniline (1581300-25-5)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium tert-butylate / neat (no solvent) / 2 h / 20 °C

2: copper(l) iodide; triphenylphosphine; triethylamine; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 48 h / 50 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 - 20 °C

4: copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride / toluene / 72 h / 40 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium tert-butylate; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; In tetrahydrofuran; toluene; 2: |Sonogashira Cross-Coupling / 4: |Sonogashira Cross-Coupling;

DOI:10.1016/j.tet.2014.02.044

Reference yield:

C29H34N4Si (1581300-19-7) → N,N-bis(4-iodophenyl)-4-[4-bis(E,E)-{4,6-(dimethylaminostyryl)pyrimidin-2-yl}ethynyl]aniline (1581300-25-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 - 20 °C

2: copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride / toluene / 72 h / 40 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; toluene; 2: |Sonogashira Cross-Coupling;

DOI:10.1016/j.tet.2014.02.044

upstream raw materials:

C₂₉H₃₄N₄Si

N,N-diphenylaminobenzene

(E,E)-4,6-bis(4-dimethylaminostyryl)-2-ethynylpyrimidine

tris(4-iodophenyl)amine