4-(2-((4-Aminophenethyl)(methyl)amino)ethoxy)aniline

Base Information

• Chemical Name: 4-(2-((4-Aminophenethyl)(methyl)amino)ethoxy)aniline
• CAS No.: 115256-13-8
• Molecular Formula: C17H23N3O
• Molecular Weight: 285.389
• Hs Code.: 2922299090
• European Community (EC) Number: 638-830-6
• DSSTox Substance ID: DTXSID60562558
• Wikidata: Q72487258
• Mol file: 115256-13-8.mol

Synonyms:115256-13-8;n-methyl-n-(2-(4-aminophenoxy)ethyl)-2-(4-aminophenyl)ehtanamine;4-(2-((4-Aminophenethyl)(methyl)amino)ethoxy)aniline;4-[2-[2-(4-aminophenoxy)ethyl-methylamino]ethyl]aniline;N-Methyl-N-(2-(4-aminophenoxy)ethyl)-2-(4-aminophenyl)ethanamine;Benzeneethanamine, 4-amino-N-[2-(4-aminophenoxy)ethyl]-N-methyl-;4-(2-{[2-(4-aminophenyl)ethyl](methyl)amino}ethoxy)aniline;4-Amino-N-[2-(4-aminophenoxy)ethyl]-N-methylbenzeneethanamine;QZYRUZJJDBUKII-UHFFFAOYSA-N;SCHEMBL7024969;DTXSID60562558;AKOS015889783;SB82109;AS-80039;CS-0440960;A803397;4-[2-[2-(4-azanylphenoxy)ethyl-methyl-amino]ethyl]aniline;1-(4-Aminophenoxy)-2-[N-(4-aminophenethyl)-N-methylamino]ethane;4-(2-{[2-(4-AMINOPHENOXY)ETHYL](METHYL)AMINO}ETHYL)ANILINE;N-Methyl-N-(2-(4-aminophenoxy)ethyl)-2-(4-aminophenyl)ehtanamine

Chemical Property of 4-(2-((4-Aminophenethyl)(methyl)amino)ethoxy)aniline

Chemical Property:

• Melting Point: 121 °C
• Boiling Point: 488.334 °C at 760 mmHg
• PKA: 8.70±0.50(Predicted)
• Flash Point: 249.135 °C
• PSA: 64.51000
• Density: 1.133 g/cm³
• LogP: 3.56670
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 285.184112366
• Heavy Atom Count: 21
• Complexity: 271

Purity/Quality:

99% ^*data from raw suppliers

4-Amino-N-[2-(4-aminophenoxy)ethyl]-N-methylbenzeneethanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(CCC1=CC=C(C=C1)N)CCOC2=CC=C(C=C2)N
• Uses: 4-Amino-N-[2-(4-aminophenoxy)ethyl]-N-methylbenzeneethanamine is an analogue of Dofetilide (D525700), which is used as a potassium channel blocker.

Technology Process of 4-(2-((4-Aminophenethyl)(methyl)amino)ethoxy)aniline

There total 4 articles about 4-(2-((4-Aminophenethyl)(methyl)amino)ethoxy)aniline 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: 93.7%

1-(4-nitrophenoxy)-2-ethane (115287-37-1) → 1-(4-aminophenoxy)-2-[N-(4-aminophenethyl)-N-methylamino]ethane (115256-13-8)

Guidance literature:

With palladium 10% on activated carbon; In acetic acid butyl ester; ethyl acetate; at 6 ℃; for 60h; under 2250.23 Torr; Solvent; Temperature; Pressure;

Reference yield: 93.0%

→ 1-(4-aminophenoxy)-2-[N-(4-aminophenethyl)-N-methylamino]ethane (115256-13-8)

Guidance literature:

Reference yield:

1-(2-chloroethoxy)-4-nitrobenzene (3383-72-0) → 1-(4-aminophenoxy)-2-[N-(4-aminophenethyl)-N-methylamino]ethane (115256-13-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / K₂CO₃, NaI / acetonitrile / 72 h / Heating

2: 72 percent / H₂ / Raney nickel / ethanol / 16 h / 2280 Torr / Ambient temperature

With hydrogen; potassium carbonate; sodium iodide; nickel; In ethanol; acetonitrile;

DOI:10.1021/jm00166a011

upstream raw materials:

1-(4-nitrophenoxy)-2-ethane

1-(2-chloroethoxy)-4-nitrobenzene

N-methyl-N-[2-(4-nitro-phenyl)-ethyl]-amine

Downstream raw materials:

dofetilide

Refernces

• 1、 -. "Dofetilide polymorphs". . . Retrieved 2008/06/13.
• 2、 -. "Anti-arrhythmic agents". . . Retrieved 2008/06/13.