Pyridine, 2-bromo-3-methyl-4-nitro-, 1-oxide

Base Information

• Chemical Name: Pyridine, 2-bromo-3-methyl-4-nitro-, 1-oxide
• CAS No.: 60323-97-9
• Molecular Formula: C₆H₅BrN₂O₃
• Molecular Weight: 233.021
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40372854
• Wikidata: Q82160782
• Mol file: 60323-97-9.mol

Synonyms:60323-97-9;Pyridine, 2-bromo-3-methyl-4-nitro-, 1-oxide;2-bromo-3-methyl-4-nitro-1-oxidopyridin-1-ium;2-Bromo-3-methyl-4-nitropyridine 1-oxide;SCHEMBL21644467;DTXSID40372854;MFCD01194032;AKOS004901858;SY284980;2-bromo-3-methyl-4-nitropyridine N-oxide

Chemical Property of Pyridine, 2-bromo-3-methyl-4-nitro-, 1-oxide

Chemical Property:

• Melting Point: 129 °C
• Boiling Point: 419.8±40.0 °C(Predicted)
• PKA: -2.38±0.10(Predicted)
• PSA: 71.28000
• Density: 1.85±0.1 g/cm3(Predicted)
• LogP: 2.61740
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 231.94835
• Heavy Atom Count: 12
• Complexity: 184

Purity/Quality:

95% ^*data from raw suppliers

2-BROMO-3-METHYL-4-NITRO-PYRIDINE 1-OXIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C[N+](=C1Br)[O-])[N+](=O)[O-]

Technology Process of Pyridine, 2-bromo-3-methyl-4-nitro-, 1-oxide

There total 4 articles about Pyridine, 2-bromo-3-methyl-4-nitro-, 1-oxide 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: 62.0%

2-bromo-3-methylpyridine 1-oxide (19230-57-0) → 2-bromo-3-methyl-4-nitropyridine N-oxide (60323-97-9)

Guidance literature:

With sulfuric acid; potassium nitrate; at 0 - 80 ℃; for 20h; Inert atmosphere;

Reference yield: 32.0%

2-bromo-3-methylpyridine 1-oxide (19230-57-0) → 2-bromo-3-methyl-4-nitropyridine N-oxide (60323-97-9) + 2-bromo-3-methyl-4-nitropyridine (79055-55-3)

Guidance literature:

With sodium nitrate; sulfuric acid; at 0 ℃; for 18h;

DOI:10.1002/hlca.202100211

Reference yield:

2-bromo-3-picoline (3430-17-9) → 2-bromo-3-methyl-4-nitropyridine N-oxide (60323-97-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane; water / 16.5 h / 0 - 20 °C

2: sulfuric acid; potassium nitrate / 20 h / 0 - 80 °C / Inert atmosphere

With sulfuric acid; potassium nitrate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; water;

upstream raw materials:

2-bromo-3-picoline

2-bromo-3-methylpyridine 1-oxide

Downstream raw materials:

4-amino-2-bromo-3-methylpyridine

Refernces

• 1、 -. "Substituted-3H-imidazo[4,5-c]pyridine and 1H-pyrrolo[2,3-c]pyridine series of novel Ectonucleotide Pyrophosphatase/Phosphodiesterase-1 (ENPP1) and Stimulator for Interferon Genes (STING) modulators as cancer immunotherapeutics". . . Retrieved 2020/02/19.