N-ethyl-4-methoxyaniline

Base Information

• Chemical Name: N-ethyl-4-methoxyaniline
• CAS No.: 104-48-3
• Molecular Formula: C9H13NO
• Molecular Weight: 151.208
• European Community (EC) Number: 828-412-3
• DSSTox Substance ID: DTXSID601308687
• Nikkaji Number: J730.130H
• Mol file: 104-48-3.mol

Synonyms:N-ethyl-4-methoxyaniline;104-48-3;N-ethyl-N-(4-methoxyphenyl)amine;Benzenamine, N-ethyl-4-methoxy-;N-ethyl-p-anisidine;paramethoxyphenyl-ethylamine;4-methoxy-phenyl-ethyl amine;SCHEMBL793912;(4-methoxy-phenyl)-ethylamine;ethyl-(4-methoxy-phenyl)-amine;MCPNIYHJPMRCQU-UHFFFAOYSA-N;DTXSID601308687;HMS1648L09;N-ETHYL-4-METHOXYBENZENAMINE;AKOS000241948;NCGC00342223-01;CS-0216062;EN300-33075;AB01334713-02;Z286371004

Chemical Property of N-ethyl-4-methoxyaniline

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 151.099714038
• Heavy Atom Count: 11
• Complexity: 97.7

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCNC1=CC=C(C=C1)OC

Technology Process of N-ethyl-4-methoxyaniline

There total 61 articles about N-ethyl-4-methoxyaniline 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: 100.0%

4-methoxy-aniline (104-94-9) + acetonitrile (75-05-8,26809-02-9) → N,N-diethyl-4-methoxyaniline (15144-80-6) + 4-methoxy-N-ethylaniline (104-48-3)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In water; at 20 ℃; for 0.7h;

DOI:10.1021/ol047580f

Reference yield: 99.3%

para-methoxynitrobenzene (100-17-4) + acetaldehyde (75-07-0,9002-91-9) → 4-methoxy-N-ethylaniline (104-48-3)

Guidance literature:

With hydrogen; sodium hydroxide; In ethanol; at 125 ℃; for 4h; under 26252.6 Torr; Concentration; Autoclave;

Reference yield: 99.0%

para-methoxynitrobenzene (100-17-4) + acetonitrile (75-05-8,26809-02-9) → 4-methoxy-N-ethylaniline (104-48-3)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 5h; under 760.051 Torr;

DOI:10.1039/c1ob06303k

upstream raw materials:

4-methoxyacetophenone oxime

ethyl bromide

4-methoxy-aniline

acetaldehyde

Downstream raw materials:

N-ethyl-N-(4-methoxy-phenyl)-thiourea

N,N'-diethyl-N,N'-bis-(4-methoxy-phenyl)-hydrazine

2-(N-ethyl-p-methoxyanilino)ethanol

Diethyl-N-ethyl(4-methoxyanilino)methylenmalonat

Refernces

• 1、 Le, Song Thi,Yasuoka, Chisa,Asahara, Haruyasu,Nishiwaki, Nagatoshi. "Dual behavior of iodine species in condensation of anilines and vinyl ethers affording 2-methylquinolines". . . Retrieved 2016.
• 2、 Emerson,Robb. "-". . p. 3145. Retrieved 1939.
• 3、 Zhao, Chenxi,Tang, Chu,Li, Changhao,Ning, Wentao,Hu, Zhiye,Xin, Lilan,Zhou, Hai-Bing,Huang, Jian. "Novel hybrid conjugates with dual estrogen receptor α degradation and histone deacetylase inhibitory activities for breast cancer therapy". . . Retrieved 2021/05/10.
• 4、 Li, Guangming,Li, Jingfang,Li, Weizuo,Li, Xuewei,Li, Zhibin,Mao, Guijie,She, Wei,Wang, Jing. "A highly efficient Co-based catalyst fabricated by coordination-assisted impregnation strategy towards tandem catalytic functionalization of nitroarenes with various alcohols". . p. 462 - 474. Retrieved 2021/11/11.