2-Methoxy-6-nitroaniline

Base Information

• Chemical Name: 2-Methoxy-6-nitroaniline
• CAS No.: 16554-45-3
• Molecular Formula: C7H8N2O3
• Molecular Weight: 168.152
• Hs Code.: 2922299090
• European Community (EC) Number: 240-617-4
• DSSTox Substance ID: DTXSID20167962
• Nikkaji Number: J154.686D
• Wikidata: Q72517188
• Mol file: 16554-45-3.mol

Synonyms:2-methoxy-6-nitroaniline;16554-45-3;2-Methoxy-6-nitrophenylamine;2-amino-3-nitroanisole;2-METHOXY-6-NITRO-PHENYLAMINE;6-Nitro-o-anisidine;2-methoxy-6-nitrobenzenamine;Benzenamine, 2-methoxy-6-nitro-;MFCD01930197;EINECS 240-617-4;2-Amino-3-methoxynitrobenzene;SCHEMBL215837;2-amino-3-methoxy-nitrobenzene;DTXSID20167962;2-amino-3-methoxy-1-nitrobenzene;CL8583;STL450371;AKOS005146285;AM84119;CS-W007950;AC-27963;CS-10247;SY005023;A3671;FT-0650535;EN300-136097;W-205944;Z57160133

Chemical Property of 2-Methoxy-6-nitroaniline

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 73-78℃
• Refractive Index: 1.601
• Boiling Point: 322.11 °C at 760 mmHg
• PKA: -0.35±0.25(Predicted)
• Flash Point: 148.607 °C
• PSA: 81.07000
• Density: 1.318 g/cm³
• LogP: 2.29000
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 168.05349212
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

99% ^*data from raw suppliers

2-Methoxy-6-nitroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1N)[N+](=O)[O-]
• Uses: 2-Methoxy-6-nitroaniline is useful for preparing pyrimidine derivatives as FGFR4 inhibitors.

Technology Process of 2-Methoxy-6-nitroaniline

There total 22 articles about 2-Methoxy-6-nitroaniline 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: 91.0%

2-Amino-3-nitrophenol (603-85-0) → 2-methoxy-6-nitroaniline (16554-45-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 18h;

DOI:10.1021/acs.jmedchem.0c02094

Reference yield: 85.0%

acetic acid-(2-methoxy-6-nitro-anilide) (116496-81-2) → 2-methoxy-6-nitroaniline (16554-45-3)

Guidance literature:

With sodium hydroxide; water; at 60 ℃; for 2h;

Reference yield: 75.0%

2-Amino-3-nitrophenol (603-85-0) → 2-methoxy-6-nitroaniline (16554-45-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃;

DOI:10.1007/s12272-017-0886-1

upstream raw materials:

2,3-dinitroanisole

2-methoxy-6-nitro-benzoic acid amide

acetic acid-(2-methoxy-6-nitro-anilide)

amyl nitrate

Downstream raw materials:

6-methoxy-2-nitrobenzenediazonium chloride

3-methoxy-2-difluoroacetamido-nitrobenzene

N,N-bis-(2,6-difluorobenzoyl)-2-methoxy-6-nitroaniline

4-methoxy-1H-indole

Refernces

• 1、 Schoepf, Anna M.,Salcher, Stefan,Obexer, Petra,Gust, Ronald. "Overcoming imatinib resistance in chronic myelogenous leukemia cells using non-cytotoxic cell death modulators". supporting information. . Retrieved 2019/10/22.
• 2、 -. "PIPERIDINE DERIVATIVE". Paragraph 0496; 0513. . Retrieved 2019/02/19.