N-(3-methoxyphenyl)-2,4-dinitroaniline

Base Information

• Chemical Name: N-(3-methoxyphenyl)-2,4-dinitroaniline
• CAS No.: 14038-09-6
• Molecular Formula: C13H11N3O5
• Molecular Weight: 289.247
• Hs Code.: 2922199090
• European Community (EC) Number: 653-499-8
• DSSTox Substance ID: DTXSID30403186
• Nikkaji Number: J307.647D
• Wikidata: Q82206800
• ChEMBL ID: CHEMBL4442945
• Mol file: 14038-09-6.mol

Synonyms:N-(3-methoxyphenyl)-2,4-dinitroaniline;14038-09-6;2,4-Dinitro-3'-methoxydiphenylamine;2,4-Dinitro-3/'-methoxydiphenylamine;Oprea1_101944;CHEMBL4442945;DTXSID30403186;AKOS000285990

Chemical Property of N-(3-methoxyphenyl)-2,4-dinitroaniline

Chemical Property:

• PSA: 112.90000
• LogP: 4.37460
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 289.06987046
• Heavy Atom Count: 21
• Complexity: 381

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-(3-methoxyphenyl)-2,4-dinitroaniline

There total 7 articles about N-(3-methoxyphenyl)-2,4-dinitroaniline 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: 95.0%

2,4-dinitrobromobenzene (584-48-5) + m-Anisidine (536-90-3,918666-97-4) → N-(3-methoxyphenyl)-2,4-dinitrobenzenamine (14038-09-6)

Guidance literature:

With tetrabutylammomium bromide; palladium diacetate; caesium carbonate; ruphos; In dimethyl sulfoxide; at 100 ℃; for 18h; Inert atmosphere;

DOI:10.1039/c7nj01095h

Reference yield: 90.0%

m-Anisidine (536-90-3,918666-97-4) + 1-chloro-2,4-dinitro-benzene (97-00-7) → N-(3-methoxyphenyl)-2,4-dinitrobenzenamine (14038-09-6)

Guidance literature:

In neat (no solvent); at 30 ℃; for 0.25h; Reagent/catalyst; Green chemistry;

DOI:10.1007/s10562-017-2046-0

Reference yield:

2,4-Dinitrophenol (51-28-5) → N-(3-methoxyphenyl)-2,4-dinitrobenzenamine (14038-09-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / 1) NaOH / methanol / 12 h / Ambient temperature

2: acetonitrile / 1 h / Heating

With sodium hydroxide; In methanol; acetonitrile;

upstream raw materials:

m-Anisidine

1-chloro-2,4-dinitro-benzene

2,4-Dinitrofluorobenzene

2-(2,4-dinitrophenoxy)-N-ethylpyridinium tetraphenylborate