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2,3-Dichloro-5-formylpyridine (CAS No. 408526-50-1): An Overview of Its Properties and Applications

2,3-Dichloro-5-formylpyridine (CAS No. 408526-50-1) is a versatile organic compound that has gained significant attention in the fields of chemical synthesis and pharmaceutical research. This compound is characterized by its unique molecular structure, which includes a pyridine ring substituted with two chlorine atoms and a formyl group. The combination of these functional groups imparts specific chemical properties that make 2,3-Dichloro-5-formylpyridine a valuable intermediate in the synthesis of various bioactive molecules and pharmaceuticals.

The molecular formula of 2,3-Dichloro-5-formylpyridine is C₆H₃Cl₂

In terms of its chemical reactivity, 2,3-Dichloro-5-formylpyridine exhibits several key features. The presence of the formyl group allows for various carbonyl reactions, such as nucleophilic addition and condensation reactions. Additionally, the chlorine atoms on the pyridine ring can undergo substitution reactions, making this compound an excellent starting material for the synthesis of more complex molecules. Recent studies have explored the use of 2,3-Dichloro-5-formylpyridine in the development of novel pharmaceuticals and agrochemicals.

Synthesis and Production:

The synthesis of 2,3-Dichloro-5-formylpyridine can be achieved through several routes. One common method involves the formylation of 2,3-dichloropyridine using Vilsmeier reagents or other formylation techniques. This process typically involves the reaction of 2,3-dichloropyridine with a formylating agent such as N,N-dimethylformamide (DMF) in the presence of phosphorus oxychloride (POCl₃). The resulting product is then purified through recrystallization or column chromatography to obtain high-purity 2,3-Dichloro-5-formylpyridine.

Analytical Methods:

The characterization of 2,3-Dichloro-5-formylpyridine can be performed using various analytical techniques to ensure its purity and identity. Common methods include nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry (MS), and infrared (IR) spectroscopy. NMR spectroscopy provides detailed information about the molecular structure, while MS confirms the molecular weight and helps identify any impurities. IR spectroscopy is useful for verifying the presence of specific functional groups such as the formyl group.

Applications in Pharmaceutical Research:

2,3-Dichloro-5-formylpyridine has found applications in pharmaceutical research due to its potential as a building block for drug discovery. The compound's unique structure allows it to serve as a precursor for the synthesis of various bioactive molecules with therapeutic potential. For example, recent studies have explored the use of derivatives of 2,3-Dichloro-5-formylpyridine in the development of anti-inflammatory agents and anticancer drugs.

In one notable study published in the Journal of Medicinal Chemistry, researchers synthesized a series of pyridine-based compounds derived from 2,3-Dichloro-5-formylpyridine. These compounds exhibited potent anti-inflammatory activity by inhibiting key enzymes involved in inflammatory pathways. Another study published in Bioorganic & Medicinal Chemistry Letters reported the synthesis and evaluation of pyridine derivatives as potential anticancer agents. The compounds showed significant cytotoxicity against various cancer cell lines, suggesting their potential for further development as therapeutic agents.

Safety Considerations:

Safety is a critical consideration when handling any chemical compound. While 2,3-Dichloro-5-formylpyridine is not classified as a hazardous material under current regulations, it is important to follow standard laboratory safety protocols when working with this compound. Proper personal protective equipment (PPE), such as gloves and safety goggles, should be worn to prevent skin contact and inhalation. Additionally, work should be conducted in a well-ventilated area or fume hood to minimize exposure to vapors.

In conclusion, 2,3-Dichloro-5-formylpyridine (CAS No. 408526-50-1) is a valuable organic compound with diverse applications in chemical synthesis and pharmaceutical research. Its unique molecular structure and chemical properties make it an attractive intermediate for the development of novel bioactive molecules and pharmaceuticals. Ongoing research continues to explore new applications and derivatives of this compound, highlighting its importance in modern chemistry and drug discovery.

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• 251997-31-6(2,3,5-Trichloroisonicotinaldehyde)
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