N-(4-Methoxyphenyl)-N-methyl-p-anisidine

Base Information

• Chemical Name: N-(4-Methoxyphenyl)-N-methyl-p-anisidine
• CAS No.: 27151-57-1
• Molecular Formula: C15H17 N O2
• Molecular Weight: 243.305
• Hs Code.: 2922299090
• European Community (EC) Number: 248-265-3
• DSSTox Substance ID: DTXSID40181620
• Nikkaji Number: J308.454J
• Wikidata: Q83052243
• Mol file: 27151-57-1.mol

Synonyms:27151-57-1;N-(4-Methoxyphenyl)-N-methyl-p-anisidine;4,4'-Dimethoxy-N-methyldiphenylamine;4-Methoxy-N-(4-methoxyphenyl)-N-methylaniline;EINECS 248-265-3;Benzenamine, 4-methoxy-N-(4-methoxyphenyl)-N-methyl-;SCHEMBL114319;DTXSID40181620;bis-(4-methoxy-phenyl)-methylamine;methyl-4,4'-dimethoxy-diphenylamin;AKOS027380801;4,4-DIMETHOXY-N-METHYLDIPHENYLAMINE;FT-0617069;N-Methyl-N-(4-methoxyphenyl)-4-methoxyaniline;4-Methoxy-N-(4-methoxyphenyl)-N-methylaniline #

Chemical Property of N-(4-Methoxyphenyl)-N-methyl-p-anisidine

Chemical Property:

• Boiling Point: 387.3°Cat760mmHg
• Flash Point: 145.9°C
• PSA: 21.70000
• Density: 1.095g/cm³
• LogP: 3.47170
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 243.125928785
• Heavy Atom Count: 18
• Complexity: 207

Purity/Quality:

98%Min ^*data from raw suppliers

4,4'-DIMETHOXY-N-METHYLDIPHENYLAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C1=CC=C(C=C1)OC)C2=CC=C(C=C2)OC

Technology Process of N-(4-Methoxyphenyl)-N-methyl-p-anisidine

There total 14 articles about N-(4-Methoxyphenyl)-N-methyl-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: 86.0%

carbon dioxide (124-38-9,18923-20-1) + bis(4-methoxyphenyl)amine (101-70-2) → 4-methoxy-N-(4-methoxyphenyl)-N-methylaniline (27151-57-1)

Guidance literature:

With diphenylsilane; C₂₁H₄₁N₃NiP₂; In acetonitrile; at 120 ℃; for 24h; under 2052.14 Torr; Autoclave;

DOI:10.1039/c8cc05948a

Reference yield: 67.0%

bis(4-methoxyphenyl)amine (101-70-2) + acetic acid (64-19-7,77671-22-8) → 4-methoxy-N-(4-methoxyphenyl)-N-methylaniline (27151-57-1)

Guidance literature:

With di-tert-butyl peroxide; copper(II) hexafluoroacetylacetonate; 9-mesitylacridine; at 35 ℃; for 24h; Inert atmosphere; Irradiation;

DOI:10.1002/anie.201916710

Reference yield: 62.0%

N-(4-methoxyphenyl)-N-methyl-N-(trimethylsilyl)amine (322645-73-8) + 1-bromo-4-methoxy-benzene (104-92-7) → 4-methoxy-N-(4-methoxyphenyl)-N-methylaniline (27151-57-1)

Guidance literature:

With carbon dioxide; caesium carbonate; XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; at 100 ℃; for 17h; under 93086.6 Torr;

DOI:10.1039/b509345g

upstream raw materials:

4,4'-dihydroxydiphenylamine

dimethyl sulfate

bis(4-methoxyphenyl)amine

Quinuclidine

Downstream raw materials:

4-(4-methylimino)bisphenol

(E)-2-amino-4-phenyl-3-butenoic acid

Refernces

• 1、 Arman, Hadi D.,Dang, Hang T.,Haug, Graham C.,Larionov, Oleg V.,Nguyen, Viet D.,Nguyen, Vu T.,Vuong, Ngan T. H.. "Visible-Light-Enabled Direct Decarboxylative N-Alkylation". supporting information. p. 7921 - 7927. Retrieved 2020/04/10.
• 2、 Chen, Wen-Ching,Shen, Jiun-Shian,Jurca, Titel,Peng, Chun-Jung,Lin, Yen-Hsu,Wang, Yi-Ping,Shih, Wei-Chih,Yap, Glenn P. A.,Ong, Tiow-Gan. "Expanding the Ligand Framework Diversity of Carbodicarbenes and Direct Detection of Boron Activation in the Methylation of Amines with CO2". supporting information. p. 15207 - 15212. Retrieved 2016/01/25.