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

Base Information

• Chemical Name: (E,E)-4,6-bis(4-dimethylaminostyryl)-2-iodopyrimidine
• CAS No.: 1581300-16-4
• Molecular Formula: C₂₄H₂₅IN₄
• Molecular Weight: 496.394
• Mol file: 1581300-16-4.mol

Synonyms:(E,E)-4,6-bis(4-dimethylaminostyryl)-2-iodopyrimidine

Chemical Property of (E,E)-4,6-bis(4-dimethylaminostyryl)-2-iodopyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E,E)-4,6-bis(4-dimethylaminostyryl)-2-iodopyrimidine

There total 1 articles about (E,E)-4,6-bis(4-dimethylaminostyryl)-2-iodopyrimidine 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: 57.0%

4-dimethylamino-benzaldehyde (100-10-7) + 2-iodo-4,6-dimethylpyrimidine (16879-40-6) → (E,E)-4,6-bis(4-dimethylaminostyryl)-2-iodopyrimidine (1581300-16-4)

Guidance literature:

With potassium tert-butylate; In neat (no solvent); at 20 ℃; for 2h;

DOI:10.1016/j.tet.2014.02.044

Reference yield: 90.0%

(E,E)-4,6-bis(4-dimethylaminostyryl)-2-iodopyrimidine (1581300-16-4) + trimethylsilylacetylene (1066-54-2) → C29H34N4Si (1581300-19-7)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine; In tetrahydrofuran; at 50 ℃; for 48h; Inert atmosphere;

DOI:10.1016/j.tet.2014.02.044

Reference yield:

(E,E)-4,6-bis(4-dimethylaminostyryl)-2-iodopyrimidine (1581300-16-4) → (E,E)-4,6-bis(4-dimethylaminostyryl)-2-ethynylpyrimidine (1581300-20-0)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; In tetrahydrofuran; 1: |Sonogashira Cross-Coupling;

DOI:10.1016/j.tet.2014.02.044

upstream raw materials:

4-dimethylamino-benzaldehyde

2-iodo-4,6-dimethylpyrimidine

Downstream raw materials:

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

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

C₂₉H₃₄N₄Si