Production Method 1

53939-30-3

849937-96-8

Reaction Conditions

1.1 Reagents: Diisopropylamine ,  Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  -100 °C; 45 min, -100 °C
1.2 Reagents: CFC 113 ;  45 min, -75 °C

Reference

Regiochemically flexible substitutions of di-, tri-, and tetrahalopyridines: the trialkylsilyl trick

Schlosser, Manfred; et al, Journal of Organic Chemistry, 2005, 70(7), 2494-2502

5-Bromo-2,4-dichloropyridine Raw materials

• 5-Bromo-2-chloropyridine

5-Bromo-2,4-dichloropyridine Preparation Products

• 5-Bromo-2,4-dichloropyridine (849937-96-8)

• 1. An automatic determination of thoria in thoria-urania mixtures
  Analyst, 1966,91, 208-210
• 2. An intensified π-hole in beryllium-doped boron nitride meshes: its determinant role in CO2 conversion into hydrocarbon fuels?
  Luis Miguel Azofra,Douglas R. MacFarlane,Chenghua Sun Chem. Commun., 2016,52, 3548-3551
• 3. An alkynylboronatecycloaddition strategy to functionalised benzyne derivatives?
  James D. Kirkham,Patrick M. Delaney,George J. Ellames,Eleanor C. Row,Joseph P. A. Harrity Chem. Commun., 2010,46, 5154-5156
• 4. An apparatus for testing water by measurement of its electrical conductivity
  Analyst, 1912,37, 538-543
• 5. Acetyl group orientation modulates the electronic ground-state asymmetry of the special pair in purple bacterial reaction centers
  P. K. Wawrzyniak,M. T. P. Beerepoot,H. J. M. de Groot,F. Buda Phys. Chem. Chem. Phys., 2011,13, 10270-10279

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Halopyridines Polyhalopyridines

5-Bromo-2,4-dichloropyridine (CAS No. 849937-96-8): An Overview of Its Properties, Applications, and Recent Research

5-Bromo-2,4-dichloropyridine (CAS No. 849937-96-8) is a versatile compound with significant applications in the fields of chemistry, biology, and pharmaceuticals. This halogenated pyridine derivative is characterized by its unique chemical structure, which includes a bromine atom and two chlorine atoms substituted on a pyridine ring. The compound's structure and properties make it an important intermediate in the synthesis of various pharmaceuticals and agrochemicals.

The chemical formula of 5-Bromo-2,4-dichloropyridine is C₅H₂BrCl₂N, and it has a molecular weight of 208.93 g/mol. The compound is a white to off-white solid at room temperature and is sparingly soluble in water but highly soluble in organic solvents such as dichloromethane, acetone, and dimethyl sulfoxide (DMSO). These solubility properties make it suitable for various synthetic processes and analytical methods.

In terms of its physical properties, 5-Bromo-2,4-dichloropyridine has a melting point of approximately 110-112°C. It is stable under normal conditions but should be stored in a cool, dry place to prevent degradation. The compound is also relatively stable to heat and light, which enhances its utility in laboratory settings.

The chemical reactivity of 5-Bromo-2,4-dichloropyridine is primarily driven by the presence of the bromine and chlorine substituents on the pyridine ring. These halogen atoms can undergo various substitution reactions, making the compound a valuable starting material for the synthesis of more complex molecules. For instance, the bromine atom can be readily replaced by other functional groups through nucleophilic substitution reactions, while the chlorine atoms can participate in electrophilic aromatic substitution reactions.

In recent years, 5-Bromo-2,4-dichloropyridine has gained attention in the pharmaceutical industry due to its potential as an intermediate in the synthesis of novel drugs. One notable application is in the development of antiviral agents. Researchers have explored the use of halogenated pyridines as building blocks for antiviral compounds that target specific viral enzymes or receptors. For example, a study published in the Journal of Medicinal Chemistry reported the synthesis of a series of 5-bromopyridine derivatives with potent antiviral activity against influenza viruses.

Beyond antiviral applications, 5-Bromo-2,4-dichloropyridine has also shown promise in the development of anticancer drugs. The compound's ability to undergo selective substitution reactions allows for the introduction of bioactive moieties that can target specific cancer pathways. A recent study published in Bioorganic & Medicinal Chemistry Letters described the synthesis and biological evaluation of 5-bromopyridine derivatives as potential inhibitors of cancer cell proliferation.

In addition to its pharmaceutical applications, 5-Bromo-2,4-dichloropyridine has found use in agrochemical research. The compound serves as an intermediate in the synthesis of herbicides and fungicides with improved efficacy and reduced environmental impact. For instance, researchers at a leading agricultural company have developed novel herbicides based on 5-bromopyridine scaffolds that show enhanced selectivity and reduced toxicity compared to traditional herbicides.

The environmental fate and toxicity of 5-Bromo-2,4-dichloropyridine are important considerations for its industrial use. Studies have shown that the compound is biodegradable under aerobic conditions but may persist in anaerobic environments. Toxicity assessments have indicated that it has low acute toxicity but may pose long-term environmental risks if not properly managed. Therefore, strict guidelines for its handling and disposal are essential to minimize environmental impact.

In conclusion, 5-Bromo-2,4-dichloropyridine (CAS No. 849937-96-8) is a valuable compound with diverse applications in pharmaceuticals and agrochemicals. Its unique chemical structure and reactivity make it an important intermediate in the synthesis of novel drugs and agrochemicals with improved efficacy and reduced environmental impact. Ongoing research continues to explore new applications and optimize synthetic routes for this versatile compound.

• 52200-48-3(3-Bromo-2-chlorolpyridine)
• 181256-18-8(3-Bromo-4-chloropyridine hydrochloride)
• 866755-20-6(3-Bromo-2,6-dichloropyridine)
• 36953-42-1(3-Bromo-4-chloropyridine)
• 40360-47-2(3,5-Dibromo-2-chloropyridine)
• 138006-41-4(3-Bromo-2,5-dichloropyridine)
• 53939-30-3(5-Bromo-2-chloropyridine)
• 873397-71-8(Pyridine,5-bromo-2,3,4-trichloro-)
• 406204-86-2(8-bromo-2,4-dichloro-quinoline)
• 144584-32-7(3-Bromo-2,4-dichloropyridine)