2-Amino-5-nitropyridine

Base Information

• Chemical Name: 2-Amino-5-nitropyridine
• CAS No.: 4214-76-0
• Molecular Formula: C5H5N3O2
• Molecular Weight: 139.114
• Hs Code.: 29333999
• European Community (EC) Number: 224-145-6
• NSC Number: 23774
• DSSTox Substance ID: DTXSID6063357
• Nikkaji Number: J29.746A,J794.961H
• Wikipedia: 2-amino-nitropyridine
• Wikidata: Q72440125
• ChEMBL ID: CHEMBL4447423
• Mol file: 4214-76-0.mol

Synonyms:2-amino-5-nitropyridine;2-amino-5-nitropyridinium dihydrogen phosphate;2-amino-5-nitropyridinium L-tartrate

Chemical Property of 2-Amino-5-nitropyridine

Chemical Property:

• Appearance/Colour: yellow fine crystalline powder
• Vapor Pressure: 4.15E-05mmHg at 25°C
• Melting Point: 186-188 °C(lit.)
• Refractive Index: 1.5900 (estimate)
• Boiling Point: 351.3 °C at 760 mmHg
• PKA: 2.82±0.13(Predicted)
• Flash Point: 166.3 °C
• PSA: 84.73000
• Density: 1.437 g/cm³
• LogP: 1.67640
• Storage Temp.: Store below +30°C.
• Sensitive.: Light Sensitive
• Solubility.: 1.6g/l
• 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

2-Amino-5-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: C1=CC(=NC=C1[N+](=O)[O-])N

Technology Process of 2-Amino-5-nitropyridine

There total 36 articles about 2-Amino-5-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: 99.0%

2-bromo-5-nitropyridine (4487-59-6) → 5-nitro-pyridin-2-ylamine (4214-76-0,67476-67-9)

Guidance literature:

With copper(I) oxide; ammonia; at 80 ℃; for 16h;

DOI:10.1016/S0040-4039(01)00458-0

Reference yield: 98.0%

2-Fluoro-5-nitropyridine (456-24-6) → 5-nitro-pyridin-2-ylamine (4214-76-0,67476-67-9)

Guidance literature:

With acetamidine hydrochloride; sodium hydroxide; In water; dimethyl sulfoxide; at 130 ℃; for 24h; chemoselective reaction; Schlenk technique;

DOI:10.1039/c8ob02129e

Reference yield: 91.67%

2-aminopyridine (504-29-0) → 5-nitro-pyridin-2-ylamine (4214-76-0,67476-67-9)

Guidance literature:

With sulfuric acid; nitric acid; In 1,2-dichloro-ethane; at 58 ℃; for 10h; Concentration; Temperature;

upstream raw materials:

2-aminopyridine

2-amino-5-nitro-nicotinic acid

3-nitropyridine

2-chloro-5-nitropyridine

Downstream raw materials:

6-nitroimidazo[1,2-a]pyridine

ethyl 2-methyl-6-nitroimidazo[1,2-a]pyridine-3-carboxylate

(5-nitro-[2]pyridyl)-imidophosphoric acid triphenyl ester

2-acetamido-5-nitropyridine

Refernces

• 1、 Landquist. "-". . p. 2735. Retrieved 1971.
• 2、 Velikova,Kossev,Angelova. "1:1 Molecular complex of 2-amino-5-nitropyridine and 3-nitro-2-pyridone". . p. 1270 - 1273. Retrieved 1997.
• 3、 -. "Preparation method of 2-amino substituted six-membered nitrogen-containing heterocycle complex". Paragraph 0025; 0026; 0103. . Retrieved 2019/02/08.