5-Methoxy-2-nitroaniline

Base Information

• Chemical Name: 5-Methoxy-2-nitroaniline
• CAS No.: 16133-49-6
• Molecular Formula: C7H8N2O3
• Molecular Weight: 168.152
• Hs Code.: 2922299090
• European Community (EC) Number: 240-293-4
• UNII: 5YZ47N4AR5
• DSSTox Substance ID: DTXSID90167116
• Nikkaji Number: J154.690B
• Wikidata: Q70000014
• Mol file: 16133-49-6.mol

Synonyms:5-methoxy-2-nitroaniline;16133-49-6;5-Methoxy-2-nitrophenylamine;BENZENAMINE, 5-METHOXY-2-NITRO-;5-methoxy-2-nitrobenzenamine;5Methoxy-2-nitroaniline;3-Amino-4-nitroanisole;2-Nitro-5-methoxyaniline;5-methoxy-2-nitro-phenylamine;5YZ47N4AR5;EINECS 240-293-4;MFCD00179573;5-methoxy-2-nitro-aniline;BENZENAMINE,5-METHOXY-2-NITRO-;UNII-5YZ47N4AR5;SCHEMBL313815;(5-methoxy-2-nitrophenyl)amine;SCHEMBL17347332;DTXSID90167116;5-Methoxy-2-nitroaniline, 97%;2-amino-3-nitro-6-methoxybenzene;2-Amino-4-methoxy-1-nitrobenzene;BCP26609;CS-M1392;STK258728;AKOS000425123;AC-7677;MB00826;PS-4460;SY018456;A3571;AM20060523;FT-0637324;M2054;EN300-67338;Z111691250

Chemical Property of 5-Methoxy-2-nitroaniline

Chemical Property:

• Appearance/Colour: COA
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 131 °C
• Refractive Index: 1.601
• Boiling Point: 355.3 °C at 760 mmHg
• PKA: -0.61±0.25(Predicted)
• Flash Point: 168.7 °C
• PSA: 81.07000
• Density: 1.318 g/cm₃
• LogP: 2.29000
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform (Slightly, Heated), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.9
• 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:

98%,99%, ^*data from raw suppliers

5-Methoxy-2-nitrobenzenamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T,Xi
• Statements: 20/21/22-36/37/38-43
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)[N+](=O)[O-])N
• Uses: 5-Methoxy-2-nitrobenzenamine is used in the synthesis of methoxybenzimidazole compounds as inhibitors of PI3K, used in the therapeutic treatment of cancer. Also used in the synthesis of NR2B-selective NMDA receptor antagonists in the treatment of a range of nervous system disorders

Technology Process of 5-Methoxy-2-nitroaniline

There total 26 articles about 5-Methoxy-2-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: 100.0%

1-acetamido-5-methoxy-2nitrobenzene (20628-18-6) → 5-methoxy-2-nitroaniline (16133-49-6)

Guidance literature:

1-acetamido-5-methoxy-2nitrobenzene; With hydrogenchloride; In water; Heating / reflux;

With sodium hydroxide; sodium hydrogencarbonate; In water;

Reference yield: 99.0%

5-chloro-2-nitroaniline (1635-61-6) → 5-methoxy-2-nitroaniline (16133-49-6)

Guidance literature:

With sodium methylate; In N-methyl-acetamide; methanol;

Reference yield: 99.0%

5-chloro-2-nitroaniline (1635-61-6) + sodium methylate (124-41-4) → 5-methoxy-2-nitroaniline (16133-49-6)

Guidance literature:

In methanol; at 80 ℃; for 4h;

upstream raw materials:

3,4-dinitroanisole

1-acetamido-5-methoxy-2nitrobenzene

N-(5-hydroxy-2-nitrophenyl)acetamide

dimethyl sulfate

Downstream raw materials:

[4-(5-methoxy-2-nitro-phenylcarbamoyl)-benzyl]-carbamic acid pyridin-3-ylmethyl ester

Isopropylidene (5-methoxy-2-nitroanilino)methylenemalonate

N₁-(5-methoxy-2-nitrophenyl)-N₂,N₂-dimethylethane-1,2-diamine

6-methoxy-2-(4-methoxyphenyl)-1H-benzo[d]imidazole

Refernces

• 1、 Pawar, Govind Goroba,Brahmanandan, Abhilashamole,Kapur, Manmohan. "Palladium(II)-catalyzed, heteroatom-directed, regioselective C-H nitration of anilines using pyrimidine as a removable directing group". supporting information. p. 448 - 451. Retrieved 2016/02/18.
• 2、 Zhang, Yong Jian,Wei, Hao,Zhang, Wanbin. "Synthesis of atropisomeric 5,5′-linked biphenyl bisaminophosphine ligands and their applications in asymmetric catalysis". experimental part. p. 1281 - 1286. Retrieved 2009/04/18.