Benzonitrile, 4-[[(4-methoxyphenyl)imino]methyl]-, (E)-

Base Information

• Chemical Name: Benzonitrile, 4-[[(4-methoxyphenyl)imino]methyl]-, (E)-
• CAS No.: 114046-25-2
• Molecular Formula: C15H12N2O
• Molecular Weight: 236.273
• Mol file: 114046-25-2.mol

Synonyms:

Chemical Property of Benzonitrile, 4-[[(4-methoxyphenyl)imino]methyl]-, (E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzonitrile, 4-[[(4-methoxyphenyl)imino]methyl]-, (E)-

There total 11 articles about Benzonitrile, 4-[[(4-methoxyphenyl)imino]methyl]-, (E)- 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: 89.0%

4-(((4-methoxyphenyl)amino)methyl)benzonitrile → (E)-4-(((4-methoxyphenyl)imino)methyl)benzonitrile (114046-25-2)

Guidance literature:

With trimethylamine-N-oxide; Co(salophen)-HQ; [2,5-bis(3,5-dimethylphenyl)-3,4-diphenylcyclopentadienone]iron tricarbonyl; In 1,4-dioxane; methanol; at 60 ℃; for 16h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.202102681

Reference yield: 86.0%

4-Methoxyphenyl isocyanate (5416-93-3) + 4-cyanobenzaldehyde (105-07-7) → 4-(((4-methoxyphenyl)imino)methyl)benzonitrile (114046-25-2,20256-89-7)

Guidance literature:

4-Methoxyphenyl isocyanate; 4-cyanobenzaldehyde; With tetrabutoxytitanium; In tetrahydrofuran; at 20 ℃; for 60h; Inert atmosphere;

With water; In tetrahydrofuran; for 1h; Inert atmosphere;

DOI:10.1016/j.jorganchem.2009.10.044

Reference yield: 82.0%

4-methoxy-aniline (104-94-9) + 4-cyanobenzaldehyde (105-07-7) → (E)-4-(((4-methoxyphenyl)imino)methyl)benzonitrile (114046-25-2)

Guidance literature:

With aluminum oxide; In dichloromethane; at 20 ℃; for 14h;

DOI:10.1021/jo050762i

upstream raw materials:

4-methoxy-aniline

4-cyanobenzaldehyde

4-Methoxyphenyl isocyanate

methanol

Downstream raw materials:

4-(6-methoxyquinolin-2-yl)benzonitrile

Refernces

• 1、 Chowdari, Naidu S.,Ahmad, Moballigh,Albertshofer, Klaus,Tanaka, Fujie,Barbas III, Carlos F.. "Expedient synthesis of chiral 1,2- and 1,4-diamines: Protecting group dependent regioselectivity in direct organocatalytic asymmetric Mannich reactions". . p. 2839 - 2842. Retrieved 2006.
• 2、 Wu, Jiajun,Darcel, Christophe. "Iron-Catalyzed Hydrogen Transfer Reduction of Nitroarenes with Alcohols: Synthesis of Imines and Aza Heterocycles". . p. 1023 - 1036. Retrieved 2021/01/09.
• 3、 Guemundsson, Arnar,Manna, Srimanta,B?ckvall, Jan-E.. "Iron(II)-Catalyzed Aerobic Biomimetic Oxidation of Amines using a Hybrid Hydroquinone/Cobalt Catalyst as Electron Transfer Mediator". supporting information. p. 11819 - 11823. Retrieved 2021/04/29.