• 1. Excitation energies from ground-state density-functionals by means of generator coordinates
  A. B. F. da Silva,K. Capelle Phys. Chem. Chem. Phys., 2009,11, 4564-4569
• 2. Embedding heteroatoms: an effective approach to create porphyrin-based functional materials
  Norihito Fukui,Keisuke Fujimoto,Hideki Yorimitsu,Atsuhiro Osuka Dalton Trans., 2017,46, 13322-13341
• 3. Emulsion technologies for multicellular tumour spheroid radiation assays?
  Kay S. McMillan,Anthony G. McCluskey,Annette Sorensen,Marie Boyd,Michele Zagnoni Analyst, 2016,141, 100-110
• 4. Evolution of calcium phosphate precipitation in hanging drop vapor diffusion by in situRaman microspectroscopy
  Gloria Belén Ramírez-Rodríguez,José Manuel Delgado-López,Jaime Gómez-Morales CrystEngComm, 2013,15, 2206-2212
• 5. Dissolved oxygen sensor based on fluorescence quenching of oxygen-sensitive ruthenium complexes immobilized in sol–gel-derived porous silica coatings
  Analyst, 1996,121, 785-788

4-Azido-6-chloro-2-(methylsulfanyl)pyrimidine (CAS No 2763956-00-7)

4-Azido-6-chloro-2-(methylsulfanyl)pyrimidine is a heterocyclic compound with the CAS registry number 2763956-00-7. This compound belongs to the pyrimidine family, which is a class of organic compounds with a six-membered ring consisting of four carbon atoms and two nitrogen atoms at positions 1 and 3. The structure of 4-Azido-6-chloro-2-(methylsulfanyl)pyrimidine includes an azide group (-N₃) at position 4, a chlorine atom at position 6, and a methylsulfanyl group (-SMe) at position 2. These substituents contribute to the compound's unique chemical properties and reactivity.

The synthesis of 4-Azido-6-chloro-2-(methylsulfanyl)pyrimidine involves multi-step organic reactions, often utilizing pyrimidine derivatives as starting materials. Recent advancements in synthetic chemistry have enabled the efficient construction of such complex molecules. For instance, researchers have employed nucleophilic substitution reactions and azide coupling techniques to achieve high yields and purity in the synthesis process. The presence of the azide group makes this compound particularly interesting for click chemistry applications, where azides can undergo rapid cycloaddition reactions with alkynes or other suitable partners.

One of the most promising applications of 4-Azido-6-chloro-2-(methylsulfanyl)pyrimidine lies in its potential use as a building block in medicinal chemistry. Pyrimidines are well-known for their role in nucleic acids and are widely used in drug discovery due to their ability to interact with biological targets such as enzymes and receptors. The azide group in this compound can serve as a reactive handle for further functionalization, enabling the creation of bioactive molecules with tailored properties. Recent studies have explored its use in designing inhibitors for kinase enzymes, which are key targets in cancer therapy.

Moreover, the methylsulfanyl group (-SMe) at position 2 imparts sulfur-based reactivity to the molecule, making it suitable for thiolation reactions or as a precursor for sulfide-containing compounds. This feature has been exploited in recent research to develop new materials with unique electronic properties. For example, scientists have investigated its use in constructing sulfur-rich frameworks for energy storage devices, such as lithium-sulfur batteries.

In terms of physical properties, 4-Azido-6-chloro-2-(methylsulfanyl)pyrimidine is typically a crystalline solid under standard conditions. Its solubility in common organic solvents varies depending on the substituents; however, it is generally soluble in polar aprotic solvents like dimethylformamide (DMF) and dichloromethane (DCM). The compound's stability under thermal and photochemical conditions has been studied extensively, revealing that it exhibits moderate thermal stability up to 150°C but decomposes upon prolonged exposure to high temperatures or strong oxidizing agents.

The spectroscopic characterization of 4-Azido-6-chloro-2-(methylsulfanyl)pyrimidine has been carried out using techniques such as nuclear magnetic resonance (NMR), infrared (IR), and ultraviolet-visible (UV-vis) spectroscopy. These analyses confirm the presence of the azide (-N₃) and methylsulfanyl (-SMe) groups, as well as the chlorinated substituent at position 6. The IR spectrum shows characteristic absorption bands for the azide group (around 1150 cm^-1) and sulfur-containing functionalities (around 850 cm^-1). The UV-vis spectrum reveals strong absorption bands due to π→π* transitions within the pyrimidine ring system.

Recent research has also focused on the biological activity of 4-Azido-6-chloro-2-(methylsulfanyl)pyrimidine, particularly its potential as an antimicrobial agent. Studies conducted on bacterial strains such as Escherichia coli and Staphylococcus aureus have shown moderate inhibitory effects against these pathogens. The chlorine atom at position 6 is believed to contribute significantly to this activity by enhancing the compound's ability to disrupt bacterial cell membranes.

In addition to its direct applications, 4-Azido-6-chloro-2-(methylsulfanyl)pyrimidine serves as an intermediate in the synthesis of more complex molecules. For example, it can be converted into pyridazine derivatives through deamination reactions or into imidazopyridine frameworks via cyclization processes. These transformations highlight its versatility as a starting material in organic synthesis.

The environmental impact of 4-Azido-6-chloro-2-(methylsulfanyl)pyrimidine has also been evaluated in recent studies. Research indicates that it undergoes biodegradation under aerobic conditions, with microbial communities capable of breaking down the compound into less harmful byproducts within several weeks. This suggests that its environmental footprint is relatively low when compared to other synthetic chemicals.

In conclusion, 4-Azido-6-chloro-2-(methylsulfanyl)pyrimidine (CAS No 2763956-00

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