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What is the chemical structure of 5-iodo-2-pyridinamine?
5-Iodo-2-pyridinamine is an organic compound with a unique chemical structure. This compound is based on a pyridine ring, which is a six-membered nitrogen-containing heterocycle and has aromatic properties. At position 2 of the pyridine ring, there is an amino group (-NH ²) connected. As a common functional group, the amino group has a certain alkalinity and can participate in many chemical reactions, such as nucleophilic substitution reactions. At position 5, there is an iodine atom (-I) connected. The iodine atom has a large relative atomic mass and a high electron cloud density, which has an impact on the electron distribution and spatial structure of the molecule, making it more prone to electrophilic substitution reactions at this position. Overall, 5-iodo-2-pyridinamine exhibits unique chemical properties due to the coexistence of pyridine ring, amino group and iodine atom, and may have potential application value in organic synthesis, medicinal chemistry and other fields, such as being a key intermediate for the synthesis of specific drugs or functional materials.
What are the physical properties of 5-iodo-2-pyridinamine?
5-Iodo-2-pyridinamine, or 5-iodo-2-aminopyridine, is one of the organic compounds. Its physical properties are crucial to the performance and application of this compound in various scenarios.
Looking at its appearance, under normal temperature and pressure, 5-iodo-2-aminopyridine is often in the state of off-white to light yellow crystalline powder. This morphological feature makes it easy to identify visually, and can provide intuitive clues for relevant personnel in the initial identification and treatment of substances.
Talking about the melting point, the melting point range of 5-iodine-2-aminopyridine is about 143-147 ° C. As one of the characteristics of substances, the melting point is of great significance for its purity detection and processing. In laboratory or industrial production, the purity of the compound can be judged by the melting point measurement. If the actual melting point matches the standard melting point, it indicates that the purity is high; if there is a deviation, it indicates that there may be impurities.
Re-discussion of solubility, 5-iodine-2-aminopyridine is slightly soluble in water. This property determines its dispersion and reaction in aqueous systems. However, it has better solubility in organic solvents, such as dichloromethane, N, N-dimethylformamide (DMF) and other organic solvents, which can better dissolve 5-iodine-2-aminopyridine. This solubility characteristic provides convenience for its use in the field of organic synthesis. Researchers can choose suitable organic solvents according to the needs of the reaction, so that the compound can fully participate in the reaction and improve the reaction efficiency and yield.
In addition, 5-iodine-2-aminopyridine has certain stability, but its structure may change under specific conditions, such as high temperature, strong acid, and strong alkali environment. Therefore, when storing and using, it is necessary to pay attention to environmental factors to ensure that its quality and performance are not affected.
What are the common synthetic methods of 5-iodo-2-pyridinamine?
5-Iodine-2-pyridylamine, an important intermediate in organic synthesis. There are many common synthesis methods, which are listed below.
First, 2-aminopyridine is used as the starting material and prepared by iodization reaction. In this way, iodine is often used in combination with an appropriate oxidizing agent. If hydrogen peroxide is used as the oxidizing agent, the reaction is heated in a suitable solvent, such as glacial acetic acid. The electron cloud density of the amino ortho-position of 2-aminopyridine is high, and iodine is prone to electrophilic substitution in this position, so 5-iodine-2-pyridylamine is obtained. The raw materials of this method are easy to obtain and the operation is relatively simple. However, attention should be paid to the control of the reaction conditions
Second, the pyridine derivative is used as the starting material, and the iodine atom is first introduced, and then the amino group is appropriately converted. For example, the 2-halo-5-iodine pyridine is used as the raw material to react with ammonia or amine compounds. After nucleophilic substitution, the halogen atom is replaced by the amino group, thereby generating 5-iodine-2-pyridylamine. In this process, factors such as the activity of the halogen atom, the nucleophilicity of the ammonia or amine, the reaction solvent, and temperature all have a great influence on the reaction. If the activity of the halogen atom is insufficient, a nucleophilic reagent with high activity should be selected, or the reaction temperature should be increased to promote the reaction.
Third, the For example, using 2-halogenated pyridine and iodoaromatic hydrocarbons as raw materials, under the action of transition metal catalysts such as palladium, the coupling of carbon-iodine bonds and carbon-nitrogen bonds can be achieved, and then the target product can be synthesized. Such methods have mild conditions and good selectivity, but the catalyst cost is higher, and the reaction equipment and operation requirements are also stricter. An anhydrous and anaerobic environment is required to ensure the activity of the catalyst.
All synthesis methods have their own advantages and disadvantages. In practical application, the choice should be made carefully according to factors such as raw material availability, cost, reaction conditions and purity of the target product.
In what areas is 5-iodo-2-pyridinamine applied?
5-Iodine-2-pyridylamine, which is used in medicine, materials and other fields.
In the field of medicine, it is often a key intermediate for the creation of new drugs. Because of its pyridylamine structure, it can specifically bind to many targets in organisms, and iodine atoms are introduced, or it can optimize the lipid solubility and metabolic stability of drugs. For example, in the development of anti-tumor drugs, by modifying the structure of 5-iodine-2-pyridylamine, or compounds that can precisely act on specific proteins of tumor cells can inhibit the proliferation and metastasis of tumor cells. In the development of antibacterial drugs, its structure can be rationally modified, and it may exhibit unique antibacterial activity against some drug-resistant bacteria, providing a new way to solve the problem of drug resistance.
In the field of materials, 5-iodine-2-pyridylamine also has potential. In the field of organic optoelectronic materials, due to its structural conjugation and special electronic effects of iodine atoms, it may be used to prepare organic Light Emitting Diode (OLED), organic solar cells and other materials. In OLED, it may be used as a light-emitting layer or electron transport layer material, which affects the luminous efficiency and stability of the device; in organic solar cells, it may optimize the charge transfer and separation process and improve the photoelectric conversion efficiency of the battery. In addition, in the preparation of functional polymer materials, 5-iodine-2-pyridylamine can be introduced into the polymer chain as a monomer or modifier to endow the material with special properties such as fluorescence and adsorption, and can be used in sensors, separation materials, etc.
What are the main uses of 5-iodo-2-pyridinamine?
5-Iodo-2-pyridinamine is one of the organic compounds. Its main use covers the field of organic synthesis.
In pharmaceutical chemistry, this compound is often a key intermediate. Due to the presence of iodine atoms and amino groups, it has unique reactivity and can participate in a variety of chemical reactions, such as coupling reactions. Through coupling reactions, it can be linked with other organic molecules to build complex drug molecular structures, paving the way for the development of new drugs.
In materials science, it also has its uses. It can be introduced into the structure of polymer materials through specific chemical reactions, giving new properties to materials. The special properties of iodine atoms may affect the electrical and optical properties of materials, leading to the development of materials with special functions, such as optoelectronic materials.
Furthermore, in the field of chemical research, 5-iodo-2-pyridinamine can be used as a model compound to explore the mechanism of specific chemical reactions. By studying the reactions it participates in, scientists can gain insight into the breaking and formation of chemical bonds during the reaction process, providing an empirical basis for the improvement of chemical theory and contributing to the in-depth development of organic chemistry.
It has important uses in many fields such as organic synthesis, drug research and development, materials science and chemistry research, and has contributed greatly to the progress of related fields.