2-Amino-5-bromo-3-nitropyridine

Base Information

• Chemical Name: 2-Amino-5-bromo-3-nitropyridine
• CAS No.: 6945-68-2
• Molecular Formula: C5H4BrN3O2
• Molecular Weight: 218.01
• Hs Code.: 29333999
• European Community (EC) Number: 614-971-9
• NSC Number: 52200
• DSSTox Substance ID: DTXSID60219611
• Nikkaji Number: J1.215.694D
• Wikidata: Q72438732
• Mol file: 6945-68-2.mol

Synonyms:Pyridine,2-amino-5-bromo-3-nitro- (6CI,7CI,8CI);5-Bromo-3-nitropyridin-2-ylamine;5-Bromo-3-nitropyridine-2-amine;NSC 52200;5-bromo-3-nitropyridin-2-amine;2-Amino-5-bromo-3-nitropyridine;2-Amino-3-nitro-5-bromopyridine;

Chemical Property of 2-Amino-5-bromo-3-nitropyridine

Chemical Property:

• Appearance/Colour: yellow-brown crystalline powder
• Vapor Pressure: 0.000964mmHg at 25°C
• Melting Point: 205-208 °C(lit.)
• Refractive Index: 1.6200 (estimate)
• Boiling Point: 302.9 °C at 760 mmHg
• PKA: 0.15±0.49(Predicted)
• Flash Point: 137 °C
• PSA: 84.73000
• Density: 1.929 g/cm³
• LogP: 2.43890
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 216.94869
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-5-bromo-3-nitropyridine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=C1[N+](=O)[O-])N)Br
• Uses: 2-Amino-5-bromo-3-nitropyridine may be used in the preparation of azaquinoxalinedione.

Technology Process of 2-Amino-5-bromo-3-nitropyridine

There total 11 articles about 2-Amino-5-bromo-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: 88.9%

5-bromo-2-pyridylamine (1072-97-5) → 5-bromo-3-nitro-pyridin-2-ylamine (6945-68-2)

Guidance literature:

With sulfuric acid; nitric acid; at 0 - 50 ℃; for 4h;

DOI:10.1039/c3cc43935f

Reference yield: 56.0%

2-amino-3-nitropyridine (4214-75-9) → 5-bromo-3-nitro-pyridin-2-ylamine (6945-68-2)

Guidance literature:

With dihydrogen peroxide; 1-butylpyridinium bromide; toluene-4-sulfonic acid; In 1,2-dimethoxyethane; at 80 ℃; for 24h; regioselective reaction; Schlenk technique; Inert atmosphere; Green chemistry;

DOI:10.1016/j.tetlet.2014.07.050

Reference yield:

5-chloro-2-pyridylamine (1072-98-6) → 2-amino-5-chloro-3-nitropyridine (5409-39-2) + 5-bromo-3-nitro-pyridin-2-ylamine (6945-68-2)

Guidance literature:

With sulfuric acid; nitric acid;

upstream raw materials:

5-bromo-2-pyridylamine

2-amino-3-nitropyridine

5-bromo-3-nitro-pyridine-2-carboxylic acid amide

2-(N-bromo-N-nitro)aminopyridine

Downstream raw materials:

5-bromo-pyridine-2,3-diamine

1-deazapurine N,N'-diphenylurea

1-deazapurine 1-(2-cyanophenyl)-3-phenylurea

1-deazapurine 1-(4-bromophenyl)-3-phenylurea

Refernces

• 1、 Sapegin, Alexander V.,Kalinin, Stanislav A.,Smirnov, Alexey V.,Dorogov, Mikhail V.,Krasavin, Mikhail. "New tetracyclic 1,4-oxazepines constructed via practically simple tandem condensation strategy from readily available synthons". . p. 1077 - 1083. Retrieved 2014/01/23.
• 2、 Epa, Kanishka,Aakeroey, Christer B.,Desper, John,Rayat, Sundeep,Chandra, Kusum Lata,Cruz-Cabeza, Aurora J.. "Controlling molecular tautomerism through supramolecular selectivity". supporting information. p. 7929 - 7931. Retrieved 2013/09/02.