2,6-Dichloro-N4-[[4-(dimethylamino)-2-methoxyphenyl]methylene]-1,4-benzenediamine

Base Information

• Chemical Name: 2,6-Dichloro-N4-[[4-(dimethylamino)-2-methoxyphenyl]methylene]-1,4-benzenediamine
• CAS No.: 84562-49-2
• Molecular Formula: C₁₆H₁₇Cl₂N₃O
• Molecular Weight: 338.236
• DSSTox Substance ID: DTXSID401132571

Synonyms:DTXSID401132571;2,6-Dichloro-N4-[[4-(dimethylamino)-2-methoxyphenyl]methylene]-1,4-benzenediamine;84562-49-2

Chemical Property of 2,6-Dichloro-N4-[[4-(dimethylamino)-2-methoxyphenyl]methylene]-1,4-benzenediamine

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 337.0748676
• Heavy Atom Count: 22
• Complexity: 368

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C)C1=CC(=C(C=C1)C=NC2=CC(=C(C(=C2)Cl)N)Cl)OC

Technology Process of 2,6-Dichloro-N4-[[4-(dimethylamino)-2-methoxyphenyl]methylene]-1,4-benzenediamine

There total 2 articles about 2,6-Dichloro-N4-[[4-(dimethylamino)-2-methoxyphenyl]methylene]-1,4-benzenediamine 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: 68.0%

2,6-dichloro-p-phenylenediamine (609-20-1) + 4-dimethylamino-2-methoxybenzaldehyde (84562-48-1) → 2,6-Dichloro-N'-[1-(4-dimethylamino-2-methoxy-phenyl)-meth-(E)-ylidene]-benzene-1,4-diamine (84562-49-2)

Guidance literature:

In ethanol; for 1.5h; Heating;

DOI:10.1021/jm00378a030

Reference yield:

3-methoxy-N,N-dimethylaniline (15799-79-8) → 2,6-Dichloro-N'-[1-(4-dimethylamino-2-methoxy-phenyl)-meth-(E)-ylidene]-benzene-1,4-diamine (84562-49-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) POCl₃, 2.) H₂O

2: 68 percent / ethanol / 1.5 h / Heating

With water; trichlorophosphate; In ethanol;

DOI:10.1021/jm00378a030

Reference yield: 72.0%

2,6-Dichloro-N'-[1-(4-dimethylamino-2-methoxy-phenyl)-meth-(E)-ylidene]-benzene-1,4-diamine (84562-49-2) → 2,6-dichloro-N'-(4-dimethylamino-2-methoxybenzyl)-p-phenylenediamine (85103-69-1)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; for 18h; Ambient temperature;

DOI:10.1021/jm00378a030

upstream raw materials:

2,6-dichloro-p-phenylenediamine

4-dimethylamino-2-methoxybenzaldehyde

3-methoxy-N,N-dimethylaniline

Downstream raw materials:

2,6-dichloro-N'-(4-dimethylamino-2-methoxybenzyl)-p-phenylenediamine

N'-[2,6-Dichloro-4-(4-dimethylamino-2-methoxy-benzylamino)-phenyl]-N,N-dimethyl-formamidine

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