4-Amino-3-nitropyridine

Base Information

• Chemical Name: 4-Amino-3-nitropyridine
• CAS No.: 1681-37-4
• Molecular Formula: C5H5N3O2
• Molecular Weight: 139.114
• Hs Code.: 29333990
• European Community (EC) Number: 605-505-5
• UNII: MSL542D6HA
• DSSTox Substance ID: DTXSID40338379
• Nikkaji Number: J80.287E
• Wikidata: Q72440132
• Mol file: 1681-37-4.mol

Synonyms:4-Amino-3-nitropyridine;1681-37-4;3-nitropyridin-4-amine;4-Pyridinamine, 3-nitro-;3-Nitro-4-pyridinamine;3-Nitro-4-Aminopyridine;3-Nitro-pyridin-4-ylamine;MFCD00160304;3-nitro-4-amino pyridine;4-amino-3-nitro pyridine;3-Nitro-4-pyridinamine #;MSL542D6HA;Pyridine, 4-amino-3-nitro-;SCHEMBL1085604;SCHEMBL17801664;4-Amino-3-nitropyridine, 97%;DTXSID40338379;BCP22848;CL0153;STK753175;AKOS000265275;BCP9000149;CS-W002462;DS-0674;PB15655;AC-23137;SY007640;AM20070118;FT-0617507;EN300-67515;A810941;AE-641/00363027;Z57160191

Chemical Property of 4-Amino-3-nitropyridine

Chemical Property:

• Appearance/Colour: yellow crystalline powder
• Vapor Pressure: 4.4E-05mmHg at 25°C
• Melting Point: 203-207 °C(lit.)
• Refractive Index: 1.5900 (estimate)
• Boiling Point: 350.4 °C at 760 mmHg
• PKA: 5.02±0.12(Predicted)
• Flash Point: 165.7 °C
• PSA: 84.73000
• Density: 1.437 g/cm³
• LogP: 1.67640
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 0.6
• 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

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC(=C1N)[N+](=O)[O-]
• Uses: 4-Amino-3-nitropyridine is used as a pharmaceutical intermediate.

Technology Process of 4-Amino-3-nitropyridine

There total 6 articles about 4-Amino-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: 96.0%

N-(3-nitropyridin-4-yl)acetamide (79371-42-9) → 4-amino-3-nitropyridine (1681-37-4)

Guidance literature:

With hydrogenchloride; at 70 ℃; for 5h;

DOI:10.1002/jhet.5570360505

Reference yield: 54.0%

4-chloro-3-nitropyridine (13091-23-1) → 4-amino-3-nitropyridine (1681-37-4) + 4-chloro-3-nitro-2-pyridinamine (6980-08-1) + 2,6-diamino-4-chloro-3-nitropyridine (40497-64-1) + 2-amino-4-chloro-5-nitropyridine (24484-96-6)

Guidance literature:

With potassium permanganate; ammonia; at -33 ℃; for 5h;

Reference yield: 33.0%

3-nitropyridine (2530-26-9) → 5-nitro-pyridin-2-ylamine (4214-76-0,67476-67-9) + 2-amino-3-nitropyridine (4214-75-9) + 2,6-diamino-3-nitro-pyridine (3346-63-2) + 4-amino-3-nitropyridine (1681-37-4)

Guidance literature:

With potassium permanganate; ammonia; at -33 ℃; for 5h; other substituted 3-nitropyridines, regioselectivity of amination;

upstream raw materials:

3-nitropyridine

4-chloro-3-nitropyridine

N-(3-nitropyridin-4-yl)acetamide

4-hydroxy-3-nitropyridine

Downstream raw materials:

N-(3-nitropyridin-4-yl)acetamide

3,4-diaminopyridine

3,4-diamino-pyridin-2-ol

2-chloropyridine-3,4-diamine

Refernces

• 1、 Bakke,Riha. "Synthesis of 3,4-diaminopyridine and imidazo[4,5-c]pyridines by nitration of 4-acylaminopyridines". . p. 1143 - 1145. Retrieved 2007/10/03.
• 2、 Campbell,Greene,Lavagnino,et al.. "Some new methods for preparing 2,3- and 3,4-diaminopyridines". . p. 669 - 672. Retrieved 2007/10/02.