2-Nitropyridin-3-amine

Base Information

• Chemical Name: 2-Nitropyridin-3-amine
• CAS No.: 13269-19-7
• Molecular Formula: C5H5N3O2
• Molecular Weight: 139.114
• Hs Code.: 29339900
• European Community (EC) Number: 236-260-9
• UNII: Q6TX9YD3KT
• DSSTox Substance ID: DTXSID50157715
• Nikkaji Number: J81.585C
• Wikidata: Q72496020
• Mol file: 13269-19-7.mol

Synonyms:3-amino-2-nitropyridine;13269-19-7;2-Nitropyridin-3-amine;2-Nitro-3-pyridinamine;2-nitro-3-aminopyridine;3-Pyridinamine, 2-nitro-;MFCD00044102;EINECS 236-260-9;3-Amino-2-Nitro Pyridine;aminonitropyridine;amino nitro pyridine;2-Nitro-3-pyridinylamine;Q6TX9YD3KT;2-nitro-3-amino-pyridine;3-Amino 2-nitro pyridine;2-nitro-pyridin-3-ylamine;2-Nitro-3-pyridinamine #;Pyridine, 3-amino-2-nitro-;SCHEMBL601835;2-NITRO PYRIDIN-3-AMINE;DTXSID50157715;BCP21907;BBL102978;STL556787;3-Amino-2-nitropyridine, AldrichCPR;AKOS004896987;AKOS006223457;AC-3109;CS-W002218;PS-4182;SB52290;SY003847;AM20050769;FT-0614938;EN300-108900;3-Amino-2-nitropyridine;AC-907/30003027;J-511555;Z1201618037

Chemical Property of 2-Nitropyridin-3-amine

Chemical Property:

• Appearance/Colour: light yellow cryst
• Vapor Pressure: 4.77E-06mmHg at 25°C
• Melting Point: 194 °C
• Refractive Index: 1.645
• Boiling Point: 382.3 °C at 760 mmHg
• PKA: -1.66±0.22(Predicted)
• Flash Point: 185 °C
• PSA: 84.73000
• Density: 1.437 g/cm³
• LogP: 1.67640
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 139.038176411
• Heavy Atom Count: 10
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

3-Amino-2-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 23/24/25-36/37/38-20/21/22-22
• Safety Statements: 28-36/37/39-45-36-26-24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Nitropyridin-3-amine

There total 18 articles about 2-Nitropyridin-3-amine 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: 48.0%

N-(2-nitro-3-pyridyl)-N-phenacylmethanesulphonamide (85676-60-4) → 3-amino-2-nitropyridine (13269-19-7) + 2-benzoyl-4-phenyl-1H-imidazol (1088-84-2) + N-(2-nitropyridin-3-yl)methanesulfonamide (85676-56-8)

Guidance literature:

With ammonium hydroxide; In ethanol; for 120h; Yields of byproduct given; Ambient temperature;

Reference yield: 33.0%

N-p-nitrobenzyl-N-(2-nitro-3-pyridyl)toluene-p-sulphonamide → 3-amino-2-nitropyridine (13269-19-7) + 2-p-nitrophenyl-3H-imidazo<4,5-b>pyridine + 2-p-nitrophenyl-1H-imidazo<4,5-b>pyridine 3-oxide (85676-64-8)

Guidance literature:

With diethylamine; In ethanol; for 2h; Yields of byproduct given; Heating;

Reference yield: 30.0%

2-nitro-3-azidopyridine (28664-54-2) + sodium methylate (124-41-4) → 3-amino-2-nitropyridine (13269-19-7) + 2-nitro-3-amino-6-methoxypyridine (85868-32-2)

Guidance literature:

In ethanol; for 0.333333h;

DOI:10.1007/BF00513266

upstream raw materials:

3-ethoxy-2-nitropyridine

ethyl N-(2-nitro-3-pyridyl)carbamate

β-N-nitraminopyridine

2-nitro-3-azidopyridine

Downstream raw materials:

2,3-Diaminopyridine

2-amino-3-methylaminopyridine

2-amino-1-methylimidazo[4,5-b]pyridine

3-(N-methylamino)-2-nitropyridine

Refernces

• 1、 -. "Process for the preparation of 2-nitro-3-aminopyridine, and the intermediates which are formed in the reaction". . . Retrieved 2008/06/13.
• 2、 Sepiol, J.,Tomasik, P.. "SYNTHESES WITH AROMATIC NITRAMINES, V. PHOTOCHEMICAL REARRANGEMENT OF NITRAMINOPYRIDINES". . p. 159 - 164. Retrieved 2007/10/02.