2-Amino-3-nitropyridine

Base Information

• Chemical Name: 2-Amino-3-nitropyridine
• CAS No.: 4214-75-9
• Molecular Formula: C5H5N3O2
• Molecular Weight: 139.114
• Hs Code.: 29333999
• European Community (EC) Number: 224-144-0
• NSC Number: 12460
• UNII: U52GH47YQX
• DSSTox Substance ID: DTXSID40194977
• Nikkaji Number: J29.745C
• Wikidata: Q72440129
• Mol file: 4214-75-9.mol

Synonyms:2-Pyridinamine, 3-nitro-;Pyridine, 2-amino-3-nitro-;5-nitro-1H-pyridin-6-amine;3-nitropyridin-2-amine;3-Nitro-2-aminopyridine;3-Nitropyridin-2-ylamine;

Chemical Property of 2-Amino-3-nitropyridine

Chemical Property:

• Appearance/Colour: yellow cryst.
• Vapor Pressure: 0.00122mmHg at 25°C
• Melting Point: 163-165 °C(lit.)
• Refractive Index: 1.5900 (estimate)
• Boiling Point: 299.1 °C at 760 mmHg
• PKA: 2.40±0.36(Predicted)
• Flash Point: 134.7 °C
• PSA: 84.73000
• Density: 1.437 g/cm³
• LogP: 1.67640
• Storage Temp.: Store below +30°C.
• Solubility.: 3g/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-3-nitropyridine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)N)[N+](=O)[O-]
• Uses: 2-Amino-3-nitropyridine is a herbicide and functions in plant growth-promoting activity. It also functions as an intermediate in the preparation of N-(pyridinyl)benzenesulfonamides with antibacterial and antifungal activities.

Technology Process of 2-Amino-3-nitropyridine

There total 18 articles about 2-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: 97.0%

2-Chloro-3-nitropyridine (5470-18-8,34515-82-7) → 2-amino-3-nitropyridine (4214-75-9)

Guidance literature:

With ammonium hydroxide; at 90 ℃; for 16h; Sealed tube;

Reference yield: 92.0%

2-fluoro-3-nitropyridine (1480-87-1) → 2-amino-3-nitropyridine (4214-75-9)

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: 92.0%

N-tert-Butyl-N'-(3-nitro-pyridin-2-yl)-diazene N'-oxide (133520-08-8) → 2-amino-3-nitropyridine (4214-75-9)

Guidance literature:

With ammonia; In ethanol; at 25 ℃; for 0.166667h;

DOI:10.1007/BF00509724

upstream raw materials:

2-aminopyridine

3-nitropyridine

2-Chloro-3-nitropyridine

2-(nitroamino)pyridine

Downstream raw materials:

N-(3-nitropyridin-2-yl)acetamide

2-(methylamino)-3-nitropyridine

2,3-Diaminopyridine

6-chloropyridine-2,3-diamine

Refernces

• 1、 -. "Preparation method of 2-amino substituted six-membered nitrogen-containing heterocycle complex". Paragraph 0043; 0044. . Retrieved 2019/02/08.
• 2、 Li, Yibiao,Huang, Shuo,Liao, Chunshu,Shao, Yan,Chen, Lu. "Transition-metal-free access to 2-aminopyridine derivatives from 2-fluoropyridine and acetamidine hydrochloride". supporting information. p. 7564 - 7567. Retrieved 2018/11/02.