Cas no 477739-59-6 (2-Pyridinesulfonyl chloride, 5-bromo-6-chloro-)

2-Pyridinesulfonyl chloride, 5-bromo-6-chloro-, is a versatile heterocyclic sulfonyl chloride derivative used primarily as a key intermediate in organic synthesis and pharmaceutical research. The presence of both bromo and chloro substituents on the pyridine ring enhances its reactivity, making it valuable for selective functionalization and cross-coupling reactions. Its sulfonyl chloride group enables efficient incorporation into larger molecular frameworks, particularly in the development of sulfonamide-based compounds. This compound is particularly useful in medicinal chemistry for designing bioactive molecules due to its ability to act as a electrophilic reagent. High purity and stability under controlled conditions ensure reliable performance in synthetic applications.
2-Pyridinesulfonyl chloride, 5-bromo-6-chloro- structure
477739-59-6 structure
Product Name:2-Pyridinesulfonyl chloride, 5-bromo-6-chloro-
CAS No:477739-59-6
MF:C5H2BrCl2NO2S
MW:290.949877262115
CID:3995219
PubChem ID:86661595
Update Time:2025-05-21

2-Pyridinesulfonyl chloride, 5-bromo-6-chloro- Chemical and Physical Properties

Names and Identifiers

    • 2-Pyridinesulfonyl chloride, 5-bromo-6-chloro-
    • 477739-59-6
    • 5-bromo-6-chloropyridine-2-sulfonyl chloride
    • URERFLCQDLXIHB-UHFFFAOYSA-N
    • SCHEMBL517159
    • 5-bromo-6-chloropyridine sulfonyl chloride
    • AT25027
    • Inchi: 1S/C5H2BrCl2NO2S/c6-3-1-2-4(9-5(3)7)12(8,10)11/h1-2H
    • InChI Key: URERFLCQDLXIHB-UHFFFAOYSA-N
    • SMILES: C1(S(Cl)(=O)=O)=NC(Cl)=C(Br)C=C1

Computed Properties

  • Exact Mass: 288.83667Da
  • Monoisotopic Mass: 288.83667Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 253
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.9
  • Topological Polar Surface Area: 55.4?2

2-Pyridinesulfonyl chloride, 5-bromo-6-chloro- Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
AstaTech
AT25027-0.25/G
5-BROMO-6-CHLOROPYRIDINE-2-SULFONYL CHLORIDE
477739-59-6 95%
0.25/G
$996 2023-01-24
AstaTech
AT25027-1/G
5-BROMO-6-CHLOROPYRIDINE-2-SULFONYL CHLORIDE
477739-59-6 95%
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$1995 2023-01-24

Additional information on 2-Pyridinesulfonyl chloride, 5-bromo-6-chloro-

2-Pyridinesulfonyl Chloride, 5-Bromo-6-Chloro- (CAS No: 477739-59-6)

2-Pyridinesulfonyl Chloride, 5-Bromo-6-Chloro- (CAS No: 477739-59-6) is a highly specialized organic compound that has garnered significant attention in the fields of medicinal chemistry, materials science, and agricultural chemistry. This compound belongs to the class of sulfonamides, which are widely used as intermediates in the synthesis of various bioactive molecules. The presence of the sulfonyl chloride group at the 2-position of the pyridine ring, along with the bromo and chloro substituents at positions 5 and 6, respectively, imparts unique electronic and steric properties to the molecule.

The synthesis of 2-Pyridinesulfonyl Chloride, 5-Bromo-6-Chloro- involves a series of carefully optimized reactions, including nucleophilic aromatic substitution, oxidation, and chlorination steps. Recent advancements in catalytic methods have enabled the production of this compound with higher yields and improved purity. The compound's structure has been extensively studied using modern analytical techniques such as X-ray crystallography, NMR spectroscopy, and mass spectrometry, which have provided insights into its molecular geometry and reactivity.

One of the most promising applications of this compound lies in its use as a building block for the development of novel antimicrobial agents. Studies published in leading journals such as *Journal of Medicinal Chemistry* have demonstrated that derivatives of this compound exhibit potent activity against a range of bacterial and fungal pathogens. The presence of the sulfonyl chloride group facilitates the formation of stable amide bonds with various amino acids, enabling the creation of peptide-based antibiotics with enhanced efficacy.

In addition to its role in drug discovery, 2-Pyridinesulfonyl Chloride, 5-Bromo-6-Chloro- has also found applications in the synthesis of advanced materials. Researchers have explored its use as a precursor for producing polymeric membranes with tailored permeability properties. The bromine and chlorine substituents contribute to the material's stability under harsh conditions, making it suitable for applications in water treatment and chemical separation processes.

The environmental impact of this compound has been a subject of recent research interest. Studies have shown that under specific conditions, it undergoes rapid hydrolysis to form less toxic byproducts, which reduces its potential for bioaccumulation in aquatic ecosystems. Regulatory agencies have also established guidelines for its safe handling and disposal to minimize environmental risks.

From a synthetic perspective, the versatility of 2-Pyridinesulfonyl Chloride, 5-Bromo-6-Chloro- lies in its ability to undergo multiple types of reactions, including nucleophilic substitutions, additions, and coupling reactions. Its reactivity can be fine-tuned by modifying reaction conditions such as temperature, solvent polarity, and catalyst selection. This flexibility makes it an invaluable tool for chemists working on complex molecule synthesis.

In conclusion, 2-Pyridinesulfonyl Chloride, 5-Bromo-6-Chloro- (CAS No: 477739-59-6) stands out as a multifaceted compound with significant potential across diverse scientific domains. Its unique chemical properties, combined with ongoing advancements in synthetic methodologies and application development, ensure that this compound will remain a focal point for research and innovation in years to come.

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