N-(4-methoxyphenyl)ethane-1,2-diamine

Base Information

• Chemical Name: N-(4-methoxyphenyl)ethane-1,2-diamine
• CAS No.: 24455-93-4
• Molecular Formula: C9H14N2O
• Molecular Weight: 166.223
• Hs Code.: 2922299090
• DSSTox Substance ID: DTXSID00506198
• Nikkaji Number: J498.414E
• Wikidata: Q82361845
• Mol file: 24455-93-4.mol

Synonyms:24455-93-4;N-(4-methoxyphenyl)ethane-1,2-diamine;N-(4-Methoxyphenyl)ethylenediamine;N1-(4-Methoxyphenyl)ethane-1,2-diamine;N'-(4-methoxyphenyl)ethane-1,2-diamine;N-(2-AMINOETHYL)-N-(4-METHOXYPHENYL)AMINE;N-(2-aminoethyl)-4-methoxyaniline;N-(4-Methoxyphenyl)ethylenediamine HCl;SCHEMBL3018368;N- beta-aminoethyl paraanisidine;DTXSID00506198;2-(4-methoxyphenylamino)ethylamine;AC5715;MFCD06795942;AKOS005173859;N-(4-Methoxyphenyl)-1,2-ethanediamine;NCGC00324292-01;AS-11211;N-(4-Methoxyphenyl)-ethane-1,2-diamine;SY032211;N'-(4-methoxyphenyl)ethane-1, 2-diamine;N1-(4-methoxy-phenyl)-ethane-1,2-diamine;BB 0241825;CS-0312701;FT-0647024;N~1~-(4-Methoxyphenyl)ethane-1,2-diamine;AB01319683-02;A877911;J-523377

Chemical Property of N-(4-methoxyphenyl)ethane-1,2-diamine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.577
• Boiling Point: 317.358 °C at 760 mmHg
• Flash Point: 145.733 °C
• PSA: 47.28000
• Density: 1.086 g/cm³
• LogP: 2.64110
• Storage Temp.: 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 166.110613074
• Heavy Atom Count: 12
• Complexity: 111

Purity/Quality:

98%min ^*data from raw suppliers

N1-(4-Methoxyphenyl)-1,2-ethanediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)NCCN

Technology Process of N-(4-methoxyphenyl)ethane-1,2-diamine

There total 14 articles about N-(4-methoxyphenyl)ethane-1,2-diamine 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: 88.0%

2-bromoethylamine hydrobromide (2576-47-8) + 4-methoxy-aniline (104-94-9) → N-(4-methoxyphenyl)ethane-1,2-diamine (24455-93-4)

Guidance literature:

2-bromoethylamine hydrobromide; 4-methoxy-aniline; In toluene; at 120 ℃; for 1h; Inert atmosphere;

With sodium hydroxide; In water;

DOI:10.1016/j.tet.2011.06.078

Reference yield: 67.0%

para-iodoanisole (696-62-8) + ethylenediamine (107-15-3,85404-18-8) → N-(4-methoxyphenyl)ethane-1,2-diamine (24455-93-4)

Guidance literature:

With copper(I) oxide; In acetonitrile; for 9h; Reagent/catalyst; Reflux;

DOI:10.1016/j.tetlet.2013.02.048

Reference yield: 45.0%

dimethylenecyclourethane (497-25-6) + p-anisidine hydrochloride (20265-97-8) → N-(4-methoxyphenyl)ethane-1,2-diamine (24455-93-4)

Guidance literature:

In various solvent(s); at 160 - 170 ℃;

DOI:10.1021/jo00049a037

upstream raw materials:

N-(2-p-anisidino-ethyl)-phthalimide

dimethylenecyclourethane

p-anisidine hydrochloride

N-[2-(4-Methoxy-phenylamino)-ethyl]-propionamide

Downstream raw materials:

4,5-dihydro-1-(4-methoxyphenyl)-3-methylimidazol-2(1H)-one

C₂₇H₂₉N₃O₅

1-(4-methoxyphenyl)-2-phenyl-4,5-dihydro-1H-imidazole

Refernces

• 1、 Brough, Paul A.,Baker, Lisa,Bedford, Simon,Brown, Kirsten,Chavda, Seema,Chell, Victoria,D’Alessandro, Jalanie,Davies, Nicholas G. M.,Davis, Ben,Le Strat, Loic,Macias, Alba T.,Maddox, Daniel,Mahon, Patrick C.,Massey, Andrew J.,Matassova, Natalia,McKenna, Sean,Meissner, Johannes W. G.,Moore, Jonathan D.,Murray, James B.,Northfield, Christopher J.,Parry, Charles,Parsons, Rachel,Roughley, Stephen D.,Shaw, Terry,Simmonite, Heather,Stokes, Stephen,Surgenor, Allan,Stefaniak, Emma,Robertson, Alan,Wang, Yikang,Webb, Paul,Whitehead, Neil,Wood, Mike. "Application of Off-Rate Screening in the Identification of Novel Pan-Isoform Inhibitors of Pyruvate Dehydrogenase Kinase". . p. 2271 - 2286. Retrieved 2017/04/03.
• 2、 Costa, Márcio V.,Viana, Gil M.,De Souza, Thaís M.,Malta, Luiz Fernando B.,Aguiar, Lúcia C.S.. "Copper-catalyzed C-N cross-coupling reactions for the preparation of aryl diamines applying mild conditions". . p. 2332 - 2335. Retrieved 2013/06/27.