1,3,3-trimethyl-2-[(E)-2-(4-nitrophenyl)ethenyl]-3H-indolium

Base Information

• Chemical Name: 1,3,3-trimethyl-2-[(E)-2-(4-nitrophenyl)ethenyl]-3H-indolium
• CAS No.: 5418-83-7
• Molecular Formula: C₁₉H₁₉N₂O₂*I
• Molecular Weight: 434.277
• Mol file: 5418-83-7.mol

Synonyms:3H-Indolium,1,3,3-trimethyl-2-[2-(4-nitrophenyl)ethenyl]-, iodide (9CI); NSC 10531

Chemical Property of 1,3,3-trimethyl-2-[(E)-2-(4-nitrophenyl)ethenyl]-3H-indolium

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3,3-trimethyl-2-[(E)-2-(4-nitrophenyl)ethenyl]-3H-indolium

There total 2 articles about 1,3,3-trimethyl-2-[(E)-2-(4-nitrophenyl)ethenyl]-3H-indolium 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: 83.0%

1,2,3,3-tetramethyl-3H-indolium iodide (5418-63-3) + 4-nitrobenzaldehdye (555-16-8) → (E)-1,3,3-trimethyl-2-(4-nitrostyryl)-3H-indol-1-ium iodide (5418-83-7)

Guidance literature:

With acetic acid; for 18h; Reflux;

DOI:10.1039/c9ob00641a

Reference yield:

2,3,3-trimethylindoleniune (1640-39-7) → (E)-1,3,3-trimethyl-2-(4-nitrostyryl)-3H-indol-1-ium iodide (5418-83-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.33 h / 120 °C / Sealed tube; Microwave irradiation

2: triethylamine / ethanol / 18 h / Reflux

With triethylamine; In ethanol; 2: |Knoevenagel Condensation;

DOI:10.1039/d0ob02259d

Reference yield: 89.0%

tributylphosphine (998-40-3) + (E)-1,3,3-trimethyl-2-(4-nitrostyryl)-3H-indol-1-ium iodide (5418-83-7) → (Z)-tributyl(1-(4-nitrophenyl)-2-(1,3,3-trimethylindolin-2-ylidene)ethyl)phosphonium iodide

Guidance literature:

In dichloromethane; at 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1039/d0ob02259d

upstream raw materials:

1,2,3,3-tetramethyl-3H-indolium iodide

4-nitrobenzaldehdye

2,3,3-trimethylindoleniune