2-Methoxy-3-nitroaniline

Base Information

• Chemical Name: 2-Methoxy-3-nitroaniline
• CAS No.: 85-45-0
• Molecular Formula: C7H8 N2 O3
• Molecular Weight: 168.152
• European Community (EC) Number: 201-608-0
• UNII: TC3ZNY7LM6
• DSSTox Substance ID: DTXSID1058921
• Nikkaji Number: J154.685F
• Wikidata: Q81988601
• Mol file: 85-45-0.mol

Synonyms:2-methoxy-3-nitroaniline;85-45-0;3-Nitro-o-anisidine;Benzenamine, 2-methoxy-3-nitro-;EINECS 201-608-0;TC3ZNY7LM6;2-Methoxy-3-nitrophenylamine hydrochloride;3-nitro-o-anisidin;m-Nitro-o-Anisidin;2-Amino-6-nitroanisole;UNII-TC3ZNY7LM6;SCHEMBL924102;DTXSID1058921;2-METHOXY-3-NITROBENZENAMINE;AS-76828;CS-0150531;D95050;EN300-194462

Chemical Property of 2-Methoxy-3-nitroaniline

Chemical Property:

• Vapor Pressure: 8.76E-05mmHg at 25°C
• Melting Point: 75-76 °C
• Boiling Point: 340.2°C at 760 mmHg
• PKA: 2.40±0.10(Predicted)
• Flash Point: 159.5°C
• PSA: 81.07000
• Density: 1.318g/cm³
• LogP: 2.29000
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.4
• 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-3-nitrophenylamine hydrochloride 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Methoxy-3-nitroaniline

There total 8 articles about 2-Methoxy-3-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: 83.0%

2-methyl-2-propanyl [2-(methoxy)-3-nitrophenyl]carbamate → 2-methoxy-3-nitroaniline (85-45-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/acs.jmedchem.9b01065

Reference yield: 47.2%

2,6-dinitroanisole (3535-67-9) → 2-methoxy-3-nitroaniline (85-45-0)

Guidance literature:

With iron; In acetic acid; at 120 ℃;

DOI:10.1016/j.tetlet.2009.02.207

Reference yield:

C12H16N2O5 → 2-methoxy-3-nitroaniline (85-45-0)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 50 ℃; for 2h;

DOI:10.1021/jm201596h

upstream raw materials:

2,6-dinitroanisole

ethanol

hydrogen sulfide

2-methoxy-3-nitro-benzoic acid methyl ester

Downstream raw materials:

4-bromo-N-[3-(hydroxymethyl)-8-methoxy-7-quinolinyl]benzamide

4-bromo-N-[3-(chloromethyl)-8-methoxy-7-quinolinyl]benzamide hydrochloride

4'-fluoro-N-[8-methoxy-3-(1-pyrrolidinylmethyl)-7-quinolinyl]-[1,1'-biphenyl]-4-carboxamide

2-Chloro-N-(2-methoxy-3-nitro-phenyl)-acetamide

Refernces

• 1、 -. "Compound used as CDK7 kinase inhibitor and application thereof". Paragraph 0471; 0476; 0482-0483. . Retrieved 2021/04/17.
• 2、 Kamata, Makoto,Yamashita, Toshiro,Imaeda, Toshihiro,Tanaka, Toshio,Masada, Shinichi,Kamaura, Masahiro,Kasai, Shizuo,Hara, Ryoma,Sasaki, Shigekazu,Takekawa, Shiro,Asami, Asano,Kaisho, Tomoko,Suzuki, Nobuhiro,Ashina, Shuntaro,Ogino, Hitomi,Nakano, Yoshihide,Nagisa, Yasutaka,Kato, Koki,Kato, Kaneyoshi,Ishihara, Yuji. "Melanin-concentrating hormone receptor 1 antagonists. Synthesis and structure-activity relationships of novel 3-(aminomethyl)quinolines". experimental part. p. 2353 - 2366. Retrieved 2012/05/05.