N-(2-methoxyphenyl)-2,6-dimethylaniline

Base Information

• Chemical Name: N-(2-methoxyphenyl)-2,6-dimethylaniline
• CAS No.: 58656-24-9
• Molecular Formula: C15H17NO
• Molecular Weight: 227.306
• DSSTox Substance ID: DTXSID30479669
• Nikkaji Number: J1.739.567J
• Wikidata: Q82313814
• Mol file: 58656-24-9.mol

Synonyms:N-(2-methoxyphenyl)-2,6-dimethylaniline;58656-24-9;SCHEMBL2927671;DTXSID30479669;SB80004;J-522952

Chemical Property of N-(2-methoxyphenyl)-2,6-dimethylaniline

Chemical Property:

• PSA: 21.26000
• LogP: 4.12860
• Storage Temp.: 2-8°C
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 227.131014166
• Heavy Atom Count: 17
• Complexity: 221

Purity/Quality:

98%min ^*data from raw suppliers

N-(2-Methoxyphenyl)-2,6-dimethylaniline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)NC2=CC=CC=C2OC

Technology Process of N-(2-methoxyphenyl)-2,6-dimethylaniline

There total 7 articles about N-(2-methoxyphenyl)-2,6-dimethylaniline 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%

2-Chloroanisole (766-51-8) + 2,6-dimethylaniline (87-62-7) → N-(2,6-dimethylphenyl)-2-methoxyaniline (58656-24-9)

Guidance literature:

With 5-(di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole; potassium hydroxide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tert-Amyl alcohol; water; at 90 ℃; for 5h;

DOI:10.1016/j.tetlet.2006.03.132

Reference yield: 97.6%

2-bromoanisole (578-57-4) + 2,6-dimethylaniline (87-62-7) → N-(2,6-dimethylphenyl)-2-methoxyaniline (58656-24-9)

Guidance literature:

With C₂₇H₃₄N₅P; sodium hydroxide; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In pentan-1-ol; at 100 ℃; Reagent/catalyst; Inert atmosphere;

Reference yield: 92.0%

2-Bromo-m-xylene (576-22-7) + 2-methoxy-phenylamine (90-04-0) → N-(2,6-dimethylphenyl)-2-methoxyaniline (58656-24-9)

Guidance literature:

With C₄₆H₈₄Br₂P₂Pd₂; sodium t-butanolate; In toluene; at 40 ℃; for 15h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.organomet.0c00140

upstream raw materials:

1,3-dimethyl-2-(2-nitrophenoxy)benzene

phosphorous acid trimethyl ester

2-Chloroanisole

2,6-dimethylaniline

Refernces

• 1、 -. "Pyrazolyl bistriazolyl phosphine compound and application of pyrazolyl bistriazolyl phosphine compound". Paragraph 0245-0250; 0310-0313. . Retrieved 2020/07/24.
• 2、 Hu, Huaiyuan,Burlas, Corrie E.,Curley, Sabrina J.,Gruchala, Tomasz,Qu, Fengrui,Shaughnessy, Kevin H.. "Effect of aryl ligand identity on catalytic performance of trineopentylphosphine arylpalladium complexes in n-arylation reactions". . p. 3618 - 3627. Retrieved 2020/11/03.