Benzenamine, N-[(3,4-dimethoxyphenyl)methylene]-4-nitro-

Base Information

• Chemical Name: Benzenamine, N-[(3,4-dimethoxyphenyl)methylene]-4-nitro-
• CAS No.: 74650-17-2
• Molecular Formula: C15H14N2O4
• Molecular Weight: 286.287
• DSSTox Substance ID: DTXSID60398495

Synonyms:74650-17-2;Benzenamine, N-[(3,4-dimethoxyphenyl)methylene]-4-nitro-;DTXSID60398495

Chemical Property of Benzenamine, N-[(3,4-dimethoxyphenyl)methylene]-4-nitro-

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 286.09535693
• Heavy Atom Count: 21
• Complexity: 361

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C=NC2=CC=C(C=C2)[N+](=O)[O-])OC

Technology Process of Benzenamine, N-[(3,4-dimethoxyphenyl)methylene]-4-nitro-

There total 1 articles about Benzenamine, N-[(3,4-dimethoxyphenyl)methylene]-4-nitro- 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: 93.0%

3,4-dimethoxy-benzaldehyde (120-14-9) + 4-nitro-aniline (100-01-6,104810-17-5) → 1,2-dimethoxy-4-<<(4-nitrophenyl)imino>methyl>benzene (74650-17-2)

Guidance literature:

sodium hydrogen sulfate; silica gel; at 58 - 60 ℃; for 0.025h; microwave irradiation;

Reference yield: 54.0%

1,2-dimethoxy-4-<<(4-nitrophenyl)imino>methyl>benzene (74650-17-2) + 4-(N,N-dimethylamino)benzaldehyde 4-nitrophenylhydrazone (3155-30-4) → Dimethyl-{4-[(4-nitro-phenylamino)-methylene]-cyclohexa-2,5-dienylidene}-ammonium; perchlorate (115095-31-3)

Guidance literature:

With tetraethylammonium perchlorate; In acetonitrile; electrochemical oxidation;

DOI:10.1021/jo00256a033

Reference yield: 50.0%

methylenedimethyl sulfurane (6814-64-8,40651-06-7) + 1,2-dimethoxy-4-<<(4-nitrophenyl)imino>methyl>benzene (74650-17-2) → 2-(3,4-Dimethoxy-phenyl)-1-(4-nitro-phenyl)-aziridine (74666-03-8)

Guidance literature:

In dimethyl sulfoxide;

upstream raw materials:

3,4-dimethoxy-benzaldehyde

4-nitro-aniline

Downstream raw materials:

2-(3,4-Dimethoxy-phenyl)-1-(4-nitro-phenyl)-aziridine

2-[2-(3,4-Dimethoxy-phenyl)-1-(4-nitro-phenyl)-4-oxo-azetidin-3-yl]-isoindole-1,3-dione

Dimethyl-{4-[(4-nitro-phenylamino)-methylene]-cyclohexa-2,5-dienylidene}-ammonium; perchlorate

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