2,5-Dichloropyrazine,CAS No :19745-07-4: Synthesis and Diverse Applications
2,5-Dichloropyrazine, CAS:19745-07-4 also known as 2,5-Dichloro-1,4-diazine, is a pharmaceutical intermediate with a molecular formula of C4H2Cl2N2 and a molecular weight of 148.98. This compound holds significant importance in various applications, and its synthesis process involves the chlorination of pyrazine-2-amine to obtain 5-chloropyrazine-2-amine, followed by diazotization to yield 2,5-Dichloropyrazine.
Synthesis Process:
The synthesis of 5-chloropyrazine-2-amine involves the addition of N-chlorosuccinimide (NCS) to a stirred solution of pyrazine-2-amine in anhydrous dichloromethane under nitrogen. The resulting product is purified to obtain 5-chloropyrazine-2-amine. Subsequently, the synthesis of 2,5-Dichloropyrazine is achieved by reacting 5-chloropyrazine-2-amine with sodium nitrite in concentrated hydrochloric acid, followed by purification to obtain 2,5-Dichloropyrazine.
Physical Properties:
2,5-Dichloropyrazine has a predicted melting point of approximately 0°C and a predicted boiling point of 184.4±35.0°C. It exhibits a density of 1.5±0.1 g/cm3 and is stored under inert gas (nitrogen or argon) at 2-8°C. The compound is colorless and has a predicted pKa value of -4.23±0.10.
Applications:
The versatility of 2,5-Dichloropyrazine is evident in its diverse applications. One notable application involves its use in the synthesis of a compound for treating chronic inflammatory pain, as disclosed in CN202010335346.2. This process entails the reaction of 2,5-Dichloropyrazine with 3-methoxyaniline under the influence of t-butoxide, leading to the formation of a substance with therapeutic potential for chronic inflammatory pain-related diseases.
Furthermore, 2,5-Dichloropyrazine is also utilized in the fabrication of a graphite electrode, as described in CN201711459365.0. This invention involves the modification of a graphite rod with CeO-ZrO-NiO and pyrazine, resulting in an electrode with enhanced activity, strong adaptability, and prolonged lifespan.
In conclusion, 2,5-Dichloropyrazine's significance as a pharmaceutical intermediate and its diverse applications underscore its value in various fields, ranging from medicine to materials science. Its synthesis and applications exemplify its potential for contributing to advancements in pharmaceuticals and materials technology.