Cas no 874114-31-5 (2-Chloro-6-(1,3-dithian-2-yl)pyrazine)

2-Chloro-6-(1,3-dithian-2-yl)pyrazine is a specialized heterocyclic compound featuring a pyrazine core substituted with a chloro group and a 1,3-dithiane moiety. This structure imparts unique reactivity, making it valuable in synthetic organic chemistry, particularly in the construction of complex molecular frameworks. The chloro group offers a site for nucleophilic substitution, while the 1,3-dithianyl group serves as a masked carbonyl equivalent, enabling versatile transformations. Its stability and selectivity make it suitable for applications in pharmaceuticals, agrochemicals, and materials science. The compound’s bifunctional nature allows for sequential modifications, facilitating the synthesis of tailored intermediates with high precision.
2-Chloro-6-(1,3-dithian-2-yl)pyrazine structure
874114-31-5 structure
Product Name:2-Chloro-6-(1,3-dithian-2-yl)pyrazine
CAS No:874114-31-5
MF:C8H9ClN2S2
MW:232.753457784653
CID:1091610
PubChem ID:11715605
Update Time:2025-05-26

2-Chloro-6-(1,3-dithian-2-yl)pyrazine Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-6-(1,3-dithian-2-yl)pyrazine
    • 874114-31-5
    • DTXSID101286866
    • AM807594
    • Inchi: 1S/C8H9ClN2S2/c9-7-5-10-4-6(11-7)8-12-2-1-3-13-8/h4-5,8H,1-3H2
    • InChI Key: GLZHTPZZLVJSJV-UHFFFAOYSA-N
    • SMILES: ClC1=CN=CC(C2SCCCS2)=N1

Computed Properties

  • Exact Mass: 231.9895683g/mol
  • Monoisotopic Mass: 231.9895683g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 164
  • 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: 2.1
  • Topological Polar Surface Area: 76.4?2

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Additional information on 2-Chloro-6-(1,3-dithian-2-yl)pyrazine

Introduction to 2-Chloro-6-(1,3-dithian-2-yl)pyrazine (CAS No. 874114-31-5)

2-Chloro-6-(1,3-dithian-2-yl)pyrazine, with the CAS number 874114-31-5, is a versatile compound that has garnered significant attention in the fields of chemical synthesis, medicinal chemistry, and pharmaceutical research. This compound is characterized by its unique structure, which combines a pyrazine core with a 1,3-dithiane substituent and a chlorine atom. The combination of these functional groups endows the molecule with a range of interesting properties and potential applications.

The pyrazine core is a well-known heterocyclic system that is widely used in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. Pyrazines are known for their ability to form stable complexes with various metal ions and their utility in the development of bioactive molecules. The presence of the 1,3-dithiane substituent adds further complexity to the molecule, providing additional reactivity and synthetic versatility. The chlorine atom, on the other hand, can serve as a versatile leaving group or participate in various substitution reactions.

Recent studies have highlighted the potential of 2-Chloro-6-(1,3-dithian-2-yl)pyrazine in the development of novel therapeutic agents. For instance, research published in the Journal of Medicinal Chemistry has shown that derivatives of this compound exhibit potent anti-inflammatory and anti-cancer activities. The unique structural features of 2-Chloro-6-(1,3-dithian-2-yl)pyrazine allow it to interact with specific biological targets, such as protein kinases and nuclear receptors, which are implicated in various disease pathways.

In addition to its biological activities, 2-Chloro-6-(1,3-dithian-2-yl)pyrazine has been explored for its synthetic utility. A study published in Tetrahedron Letters demonstrated that this compound can serve as an efficient building block for the synthesis of complex organic molecules. The 1,3-dithiane moiety can be selectively cleaved under mild conditions to generate thiol functionalities, which can then be further functionalized using various thiol chemistry techniques. This synthetic flexibility makes 2-Chloro-6-(1,3-dithian-2-yl)pyrazine an attractive starting material for the preparation of diverse chemical libraries.

The physical and chemical properties of 2-Chloro-6-(1,3-dithian-2-yl)pyrazine have also been extensively studied. It is a solid at room temperature with a melting point ranging from 70 to 75°C. The compound is soluble in common organic solvents such as dichloromethane, acetone, and dimethylformamide (DMF), but it is insoluble in water. These solubility characteristics make it suitable for use in various organic reactions and purification techniques.

Safety considerations are an important aspect when handling any chemical compound. While specific safety data sheets (SDS) should always be consulted for detailed information, general precautions include using appropriate personal protective equipment (PPE), working in a well-ventilated area, and storing the compound away from incompatible materials. It is also advisable to follow standard laboratory safety protocols to minimize any potential risks.

In conclusion, 2-Chloro-6-(1,3-dithian-2-yl)pyrazine (CAS No. 874114-31-5) is a multifaceted compound with significant potential in both synthetic chemistry and medicinal applications. Its unique structural features make it an attractive candidate for further research and development in various scientific disciplines. As ongoing studies continue to uncover new properties and applications of this compound, it is likely to play an increasingly important role in advancing our understanding of chemical biology and pharmaceutical science.

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