N-(2-Methoxybenzylidene)-P-anisidine

Base Information

• Chemical Name: N-(2-Methoxybenzylidene)-P-anisidine
• CAS No.: 38018-61-0
• Molecular Formula: C15H15NO2
• Molecular Weight: 241.29
• European Community (EC) Number: 667-147-6
• Nikkaji Number: J1.215.714B,J1.994.990G
• Mol file: 38018-61-0.mol

Synonyms:N-(2-METHOXYBENZYLIDENE)-P-ANISIDINE;1-(2-methoxyphenyl)-N-(4-methoxyphenyl)methanimine;SCHEMBL20871094;AKOS003595443

Chemical Property of N-(2-Methoxybenzylidene)-P-anisidine

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 241.110278721
• Heavy Atom Count: 18
• Complexity: 259

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)N=CC2=CC=CC=C2OC

Technology Process of N-(2-Methoxybenzylidene)-P-anisidine

There total 2 articles about N-(2-Methoxybenzylidene)-P-anisidine 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: 99.0%

4-methoxy-aniline (104-94-9) + ortho-anisaldehyde (135-02-4) → 1-(2-methoxyphenyl)-N-(4-methoxyphenyl)methanimine (38018-61-0)

Guidance literature:

With magnesium sulfate; In dichloromethane; at 20 ℃;

DOI:10.1039/c3md00234a

Reference yield:

(2-methoxyphenyl)methanol (612-16-8) → 1-(2-methoxyphenyl)-N-(4-methoxyphenyl)methanimine (38018-61-0)

Guidance literature:

Multi-step reaction with 2 steps

1: oxygen / acetonitrile / 2.5 h / 20 °C / Irradiation

2: alizarin red S-sensitized TiO₂ / acetonitrile / 0.5 h

With oxygen; In acetonitrile;

DOI:10.1016/j.cattod.2018.10.008

Reference yield: 99.0%

2-Diazo-3-oxo-butyric acid methyl ester (24762-04-7) + 1-(2-methoxyphenyl)-N-(4-methoxyphenyl)methanimine (38018-61-0) → cis-methyl 1-(4-methoxyphenyl)-2-acetyl-3-(2-methoxyphenyl)-aziridine-2-carboxylate

Guidance literature:

With dirhodium tetraacetate; In 1,2-dichloro-ethane; for 1h; stereoselective reaction; Reflux;

DOI:10.1039/b813763c

upstream raw materials:

4-methoxy-aniline

ortho-anisaldehyde

(2-methoxyphenyl)methanol

Downstream raw materials:

ethyl 3-(2-methoxyphenyl)prop-2-enoate

Refernces

• 1、 Xu, Hui,Shi, Ji-Long,Hao, Huimin,Li, Xia,Lang, Xianjun. "Visible light photocatalytic aerobic oxidative synthesis of imines from alcohols and amines on dye-sensitized TiO2". . p. 128 - 135. Retrieved 2019/01/04.
• 2、 Qin, Xiaozhuan,Ding, Ge,Wang, Zhenqiang,Zhang, Shengtao,Li, Hongru,Luo, Ziping,Gao, Fang. "Remarkable difference between five- and six- number-membered ring transition states for intramolecular proton transfer in excited state". . p. 25 - 35. Retrieved 2017/03/02.