N-(2-Methoxy-phenyl)-benzene-1,4-diamine

Base Information

• Chemical Name: N-(2-Methoxy-phenyl)-benzene-1,4-diamine
• CAS No.: 5840-11-9
• Molecular Formula: C13H14 N2 O
• Molecular Weight: 214.267
• Hs Code.: 2922299090
• DSSTox Substance ID: DTXSID20368290
• Nikkaji Number: J70.168H
• Wikidata: Q27192339
• ChEMBL ID: CHEMBL1310702
• Mol file: 5840-11-9.mol

Synonyms:5840-11-9;N-(2-Methoxy-phenyl)-benzene-1,4-diamine;N1-(2-Methoxyphenyl)benzene-1,4-diamine;4-N-(2-methoxyphenyl)benzene-1,4-diamine;Enamine_001862;1-N-(2-methoxyphenyl)benzene-1,4-diamine;Oprea1_311693;MLS001007260;SCHEMBL1618638;CHEMBL1310702;DTXSID20368290;CHEBI:112237;HMS1399E14;HMS2722L08;AKOS000115597;SB79171;n-(2-methoxyphenyl)benzene-1,4-diamine;SMR000352481;N4-(2-methoxyphenyl)benzene-1,4-diamine;C.I.76090;N~1~-(2-Methoxyphenyl)benzene-1,4-diamine;EN300-02103;SR-01000031876;SR-01000031876-1;Q27192339;Z56821894

Chemical Property of N-(2-Methoxy-phenyl)-benzene-1,4-diamine

Chemical Property:

• Vapor Pressure: 1.13E-05mmHg at 25°C
• Boiling Point: 370.2°Cat760mmHg
• Flash Point: 177.7°C
• PSA: 47.28000
• Density: 1.178g/cm³
• LogP: 3.67520
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 214.110613074
• Heavy Atom Count: 16
• Complexity: 202

Purity/Quality:

98%Min ^*data from raw suppliers

N-(2-METHOXY-PHENYL)-BENZENE-1,4-DIAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1NC2=CC=C(C=C2)N

Technology Process of N-(2-Methoxy-phenyl)-benzene-1,4-diamine

There total 7 articles about N-(2-Methoxy-phenyl)-benzene-1,4-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: 59.0%

2-methoxy-phenylamine (90-04-0) + para-nitrophenyl bromide (586-78-7) → N1-(2-methoxyphenyl)benzene-1,4-diamine (5840-11-9)

Guidance literature:

2-methoxy-phenylamine; para-nitrophenyl bromide; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; XPhos; In isopropyl alcohol; at 110 ℃; for 24h; Inert atmosphere;

With potassium tert-butylate; bis(pinacol)diborane; In isopropyl alcohol; at 110 ℃; for 4h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2018.12.035

Reference yield:

2-methoxy-N-(4-nitrophenyl)aniline (729-04-4) → N1-(2-methoxyphenyl)benzene-1,4-diamine (5840-11-9)

Guidance literature:

With ammonium chloride; zinc;

Reference yield:

2-methoxy-phenylamine (90-04-0) → N1-(2-methoxyphenyl)benzene-1,4-diamine (5840-11-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium acetate / ethyl methyl ether / 7 h / Inert atmosphere; Reflux

2: tin(II)chloride dihydrate; ethanol / 1 h / 70 °C / Inert atmosphere

With tin(II)chloride dihydrate; ethanol; sodium acetate; In ethyl methyl ether; 1: Ullmann reaction;

DOI:10.2174/157018012799859909

upstream raw materials:

2-Nitroanisole

aniline hydrobromide

2-methoxy-N-(4-nitrophenyl)aniline

2-methoxy-phenylamine

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