N-(3-methoxyphenyl)-2-methylaniline

Base Information

• Chemical Name: N-(3-methoxyphenyl)-2-methylaniline
• CAS No.: 107456-48-4
• Molecular Formula: C₁₄H₁₅NO
• Molecular Weight: 213.279
• European Community (EC) Number: 600-826-7
• DSSTox Substance ID: DTXSID301279253
• Mol file: 107456-48-4.mol

Synonyms:N-(3-methoxyphenyl)-2-methylaniline;CBMicro_015400;Cambridge id 5255860;Oprea1_375105;SCHEMBL18550734;DTXSID301279253;3-methoxy-N-(2-methylphenyl)aniline;N-(3-Methoxyphenyl)-2-methylbenzenamine;BIM-0015615.P001;SR-01000201277;SR-01000201277-1;107456-48-4

Chemical Property of N-(3-methoxyphenyl)-2-methylaniline

Chemical Property:

• Vapor Pressure: 0.000116mmHg at 25°C
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 213.115364102
• Heavy Atom Count: 16
• Complexity: 207

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=CC=C1NC2=CC(=CC=C2)OC

Technology Process of N-(3-methoxyphenyl)-2-methylaniline

There total 6 articles about N-(3-methoxyphenyl)-2-methylaniline 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: 70.0%

3-methoxyphenyl 4-methylbenzenesulfonate (3899-92-1) + o-toluidine (95-53-4) → N-(3-methoxyphenyl)-2-methylaniline (107456-48-4)

Guidance literature:

With (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine; bis(tri-ortho-tolylphosphine)palladium⁽⁰⁾; sodium t-butanolate; In toluene; at 25 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ja805810p

Reference yield: 56.0%

m-Methoxyphenyllead(IV) triacetate (53034-26-7) + o-toluidine (95-53-4) → N-(3-methoxyphenyl)-2-methylaniline (107456-48-4)

Guidance literature:

copper diacetate; In dichloromethane; for 4h; Ambient temperature;

Reference yield: 15.0%

m-Anisidine (536-90-3,918666-97-4) + 1-o-methylphenyl-2-(phenyl)iodonium triflate → 3-methoxy-N-phenylaniline (101-16-6) + N-(3-methoxyphenyl)-2-methylaniline (107456-48-4)

Guidance literature:

In N,N-dimethyl-formamide; at 130 ℃; for 24h; Overall yield = 40 %; chemoselective reaction;

DOI:10.1002/chem.201300860

upstream raw materials:

methanol

methylene chloride

3-(o-tolylamino)phenol

2-methylphenyl bromide

Downstream raw materials:

(3-methoxy-4-nitroso-phenyl)-o-tolyl-amine

Refernces

• 1、 Ogata, Tokutaro,Hartwig, John F.. "Palladium-catalyzed amination of aryl and heteroaryl tosylates at room temperature". supporting information; experimental part. p. 13848 - 13849. Retrieved 2009/02/07.