4-Amino-3-nitro-6-methoxyaniline

Base Information

• Chemical Name: 4-Amino-3-nitro-6-methoxyaniline
• CAS No.: 25917-90-2
• Molecular Formula: C7H9 N3 O3
• Molecular Weight: 183.19
• Hs Code.: 2922199090
• DSSTox Substance ID: DTXSID40180592
• Nikkaji Number: J579.784E
• Wikidata: Q83051152
• Mol file: 25917-90-2.mol

Synonyms:2-methoxy-5-nitrobenzene-1,4-diamine;25917-90-2;4-Amino-3-nitro-6-methoxyaniline;1,4-Benzenediamine, 2-methoxy-5-nitro-;BRN 3281023;2-Methoxy-5-nitro-1,4-benzenediamine;CCRIS 8114;4-13-00-01441 (Beilstein Handbook Reference);SCHEMBL8009996;DTXSID40180592;AKOS006276250;2-Nitro-5-methoxy-1,4-benzenediamine;BS-51725;LS-29612;CS-0146025;E81850;EN300-7549571

Chemical Property of 4-Amino-3-nitro-6-methoxyaniline

Chemical Property:

• Vapor Pressure: 1.38E-07mmHg at 25°C
• Melting Point: 190-191 °C(Solv: water (7732-18-5))
• Refractive Index: 1.5860 (estimate)
• Boiling Point: 429.6°Cat760mmHg
• PKA: 4.31±0.10(Predicted)
• Flash Point: 213.6°C
• PSA: 107.09000
• Density: 1.41g/cm³
• LogP: 2.45340
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 183.06439116
• Heavy Atom Count: 13
• Complexity: 194

Purity/Quality:

99% ^*data from raw suppliers

4-AMINO-3-NITRO-6-METHOXYANILINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1N)[N+](=O)[O-])N

Technology Process of 4-Amino-3-nitro-6-methoxyaniline

There total 6 articles about 4-Amino-3-nitro-6-methoxyaniline 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:

5-methoxy-2,4-dinitroaniline (7072-80-2) → 4-amino-3-nitro-6-methoxyaniline (25917-90-2) + 4-methoxy-5-nitro-o-phenylenediamine (69399-59-3)

Guidance literature:

With sodium hydrogensulfide; In tetrahydrofuran; for 3h; Reflux;

DOI:10.1016/j.bmcl.2011.05.080

Reference yield:

5-methoxy-2,4-dinitroaniline (7072-80-2) → 4-amino-3-nitro-6-methoxyaniline (25917-90-2)

Guidance literature:

With diammonium sulfide;

DOI:10.1021/ja01589a042

Reference yield:

2,4-dinitro-5-fluoroaniline (367-81-7) → 4-amino-3-nitro-6-methoxyaniline (25917-90-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / tetrahydrofuran; water / 0.5 h / 20 °C

2: sodium hydrogensulfide / tetrahydrofuran / 3 h / Reflux

With sodium hydrogensulfide; potassium hydroxide; In tetrahydrofuran; water;

DOI:10.1016/j.bmcl.2011.05.080

upstream raw materials:

5-methoxy-2,4-dinitroaniline

N,N'-(2-methoxy-5-nitro-p-phenylene)-bis-acetamide

N-(5-methoxy-2,4-dinitro-phenyl)-hydroxylamine

1,5-difluoro-2,4-dinitrobenzene