2,6-Diamino-3-nitropyridine

Base Information

• Chemical Name: 2,6-Diamino-3-nitropyridine
• CAS No.: 3346-63-2
• Molecular Formula: C5H12N2O2
• Molecular Weight: 154.128
• Hs Code.: 2933399090
• NSC Number: 404692
• DSSTox Substance ID: DTXSID10313072
• Nikkaji Number: J985.081C
• Wikidata: Q72462960
• Mol file: 3346-63-2.mol

Synonyms:3-nitropyridine-2,6-diamine;3346-63-2;2,6-DIAMINO-3-NITROPYRIDINE;2,6-Pyridinediamine, 3-nitro-;2,6-Pyridinediamine,3-nitro-;NSC404692;SCHEMBL671296;DTXSID10313072;AM916;MFCD02178660;AKOS006280233;NSC 404692;NSC-404692;SB53835;(6-amino-3-nitro-pyridin-2-yl)-amine;AC-23445;AS-40036;CS-0060438;FT-0698264;EN300-1231088;Z1198159794

Chemical Property of 2,6-Diamino-3-nitropyridine

Chemical Property:

• Appearance/Colour: Yellow crystal powder
• Vapor Pressure: 7.76E-08mmHg at 25°C
• Melting Point: 230℃
• Refractive Index: 1.725
• Boiling Point: 303.6 °C at 760 mmHg
• Flash Point: 94.7 °C
• PSA: 110.75000
• Density: 1.039 g/cm³
• LogP: 1.83980
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 154.04907545
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

98%, ^*data from raw suppliers

3-Nitropyridine-2,6-diamine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,6-Diamino-3-nitropyridine

There total 18 articles about 2,6-Diamino-3-nitropyridine 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: 93.0%

2,6-dicholoro-3-nitropyridine (16013-85-7,136901-10-5) → 2,6-diamino-3-nitro-pyridine (3346-63-2)

Guidance literature:

With copper(l) iodide; ammonia; In water; N,N-dimethyl-formamide; at 135 ℃; for 3h; Sealed tube; Microwave irradiation;

DOI:10.1016/j.tet.2015.08.042

Reference yield: 91.0%

2-amino-6-chloro-3-nitropyridine (27048-04-0) → 2,6-diamino-3-nitro-pyridine (3346-63-2)

Guidance literature:

With ammonium hydroxide; In ethanol; at 140 ℃; for 2h;

DOI:10.1039/c9ob00511k

Reference yield: 65.0%

2,6-dicholoro-3-nitropyridine (16013-85-7,136901-10-5) → 2,6-diamino-3-nitro-pyridine (3346-63-2) + 2-amino-6-chloro-3-nitropyridine (27048-04-0)

Guidance literature:

With ammonia; In ethanol;

upstream raw materials:

2,6-diamino-3-nitrosopyridine

2-amino-3-nitropyridine

6-ethoxy-2-bromo-3-nitro-pyridine

3-nitropyridine

Downstream raw materials:

6-nitro-thiazolo[4,5-b]pyridine-2,5-diyldiamine

2,3,6-triaminopyridine

2-n-Propyl-5-n-butyrylamino-imidazo[4,5-b]pyridine

N,N',N''-thiazolo[4,5-b]pyridine-2,5,6-triyl-tris-acetamide

Refernces

• 1、 -. "Synthesis method of aminopyridine compounds". Paragraph 0055-0056. . Retrieved 2020/10/14.
• 2、 Surur, Abdrrahman S.,Bock, Christian,Beirow, Kristin,Wurm, Konrad,Schulig, Lukas,Kindermann, Markus K.,Siegmund, Werner,Bednarski, Patrick J.,Link, Andreas. "Flupirtine and retigabine as templates for ligand-based drug design of KV7.2/3 activators". . p. 4512 - 4522. Retrieved 2019/05/17.