N-(2-hydroxy-3-methoxybenzylidene)aniline

Base Information

• Chemical Name: N-(2-hydroxy-3-methoxybenzylidene)aniline
• CAS No.: 3117-63-3
• Molecular Formula: C14H13 N O2
• Molecular Weight: 227.263
• Mol file: 3117-63-3.mol

Synonyms:Phenol,2-methoxy-6-(N-phenylformimidoyl)- (7CI,8CI);3-Methoxy-N-phenylsalicylidenimine; 3'-Methoxysalicylideneaniline

Chemical Property of N-(2-hydroxy-3-methoxybenzylidene)aniline

Chemical Property:

• Vapor Pressure: 2.04E-06mmHg at 25°C
• Boiling Point: 394°C at 760 mmHg
• Flash Point: 192.1°C
• PSA: 41.82000
• Density: 1.17g/cm³
• LogP: 3.15140

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(2-hydroxy-3-methoxybenzylidene)aniline

There total 5 articles about N-(2-hydroxy-3-methoxybenzylidene)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: 92.0%

3-methoxy-2-hydroxybenzaldehyde (148-53-8) + aniline (62-53-3) → phenol-2-methoxy-6-[(E)-(phenylimino)methyl] (3117-63-3)

Guidance literature:

In methanol; for 1h; Reflux;

DOI:10.1080/00958972.2020.1750604

Reference yield: 90.0%

3-methoxy-2-hydroxybenzaldehyde (148-53-8) + aniline (62-53-3) → (3-methoxy-N-salicylidene)aniline (3117-63-3)

Guidance literature:

3-methoxy-2-hydroxybenzaldehyde; With acetic acid; In ethanol; for 0.166667h;

aniline; In ethanol; for 24h; Reflux;

DOI:10.1016/j.poly.2013.02.039

Reference yield: 86.0%

3-methoxy-2-hydroxybenzaldehyde (148-53-8) + nitrobenzene (98-95-3,26969-40-4) → (3-methoxy-N-salicylidene)aniline (3117-63-3)

Guidance literature:

With hydrogen; triethylamine; at 110 ℃; for 24h; under 15001.5 Torr; Autoclave;

DOI:10.1002/anie.201608321

upstream raw materials:

3-methoxy-2-hydroxybenzaldehyde

aniline

nitrobenzene

Downstream raw materials:

RuCl₂(AsPh₃)2(2-O-3-OMe-C₆H₃CHNPh)

RuBr₂(PPh₃)2(2-O-3-OMe-C₆H₃CHNPh)

RuBr₂(AsPh₃)2(2-O-3-OMe-C₆H₃CHNPh)

bis(3-methoxy-N-phenylsalicylaldiminato)cobalt(II)

Refernces

• 1、 Faghih, Zeinab,Neshat, Abdollah,Wojtczak, Andrzej,Faghih, Zahra,Mohammadi, Zahra,Varestan, Solmaz. "Palladium (II) complexes based on Schiff base ligands derived from ortho-vanillin; synthesis, characterization and cytotoxic studies". . p. 404 - 412. Retrieved 2018.
• 2、 Shukla, Satyendra N.,Gaur, Pratiksha,Bagri, Sanjay S.,Mehrotra, Ripul,Chaurasia, Bhaskar. "Catalytic investigation of Pd(II) complexes over Heck–Mizoroki reaction: Tailored synthesis, characterization and density functional theory". . p. 269 - 282. Retrieved 2021/05/06.