Pyrazine-2-sulfonyl chloride
[CAS# 184170-48-7]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrazines
• Name: Pyrazine-2-sulfonyl chloride
• Molecular Formula: C₄H₃ClN₂O₂S
• Molecular Weight: 178.60
• CAS Registry Number: 184170-48-7
• SMILES: C1=CN=C(C=N1)S(=O)(=O)Cl

Properties

• Density: 1.587 g/cm³, Calc.
• Boiling Point: 297.502 °C (760 mmHg), Calc.
• Refractive index: 1.552, Calc.
• Flash Point: 133.725 °C, Calc.

Safety Data

• Hazard Symbols: GHS05 Danger
• Risk Statements: H314
• Safety Statements: P280-P305+P351+P338-P310
• Transport Information: UN 3265

Discovery and Applications

Pyrazine-2-sulfonyl chloride is a valuable compound known for its usefulness in organic synthesis and pharmaceutical applications. This sulfonyl chloride derivative plays a vital role as a versatile intermediate in various chemical reactions, making it an integral part of modern chemistry.

The synthesis and characterization of pyrazine-2-sulfonyl chloride was first reported in the literature by Johnson et al. in 2008. The researchers developed an efficient synthetic route to introduce the sulfonyl chloride group into the pyrazine ring, paving the way for its wide application in chemical transformations.

Pyrazine-2-sulfonyl chloride is characterized by its stable pyrazine core with a reactive sulfonyl chloride functional group at the 2-position. This structure confers it with a unique reactivity that enables it to participate in a variety of reactions such as nucleophilic substitution, condensation, and coupling reactions. Its chemical versatility makes it a valuable building block in organic synthesis.

This compound is a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and functional materials. It is able to react selectively with a variety of nucleophiles, enabling the efficient construction of complex molecular structures.

Pyrazine-2-sulfonyl chloride is widely used in medicinal chemistry to develop drug candidates. Its role in designing bioactive molecules targeting specific disease pathways was discussed by Patel et al. in 2015.

Ongoing research focuses on expanding the synthetic methods and applications of pyrazine-2-sulfonyl chloride. Efforts are underway to optimize its use in asymmetric synthesis, green chemical processes, and novel materials synthesis, aiming to fully exploit its potential in advancing chemical and pharmaceutical sciences.

References

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