What is the chemistry of 3-iodo-pyridin-4-ylamine?
3-Iodo-pyridin-4-ylamine, or 3-iodine-4-aminopyridine, is an organic compound with unique chemical properties.
Its physical properties are mostly solid at room temperature. Due to the presence of amino groups and pyridine rings in the molecule, it has a certain polarity and can have a certain solubility in water. However, due to the presence of iodine atoms, its hydrophobicity is also enhanced, resulting in its solubility in water is not very high.
Chemically, amino groups are basic and can react with acids to form corresponding salts. Pyridine rings are aromatic and can undergo electrophilic substitution reactions. The amino group as the power supply group will increase the electron cloud density of the pyridine ring, especially in the amino ortho and para-positions, which makes the electrophilic substitution reaction more likely to occur at these positions. The 3-position iodine atom is more active and can participate in a variety of nucleophilic substitution reactions. When encountering nucleophilic reagents, iodine atoms can be replaced to form new organic compounds. Due to the presence of pyridine ring nitrogen atoms, the compound can also be used as a ligand to coordinate with metal ions to form complexes. This property has important applications in the fields of materials chemistry and catalysis.
In addition, the stability of the compound is affected by the environment to a certain extent, and the molecular structure may change when encountering strong oxidizing agents or reducing agents. In organic synthesis, 3-iodine-4-aminopyridine is often used as a key intermediate. With its different activity checking points, complex organic molecular structures are constructed through various reactions, providing an important material basis for the development of many fields such as medicinal chemistry and materials science.
What are the common synthetic methods of 3-iodo-pyridin-4-ylamine?
The common synthesis methods of 3-iodo-pyridin-4-ylamine are as follows.
First, 4-aminopyridine is used as the starting material. The amino group is first protected, and a suitable protective group such as tert-butoxycarbonyl (Boc) can be selected. 4-aminopyridine reacts with Boc anhydride in the presence of a suitable base (such as triethylamine) to generate amino-protected 4- (Boc-amino) pyridine. Then, iodine atoms are introduced under the action of halogenating reagents. Commonly used halogenating reagents such as N-iodosuccinimide (NIS), in a suitable solvent (such as dichloromethane), react under mild reaction conditions (such as low temperature, dark), and introduce iodine atoms at the 3 position of the pyridine ring to obtain 3-iodine-4- (Boc-amino) pyridine. Finally, by deprotection reaction, such as reaction under acidic conditions (such as methanol solution of hydrochloric acid), the Boc protective group is removed to obtain 3-iodine-4-aminopyridine.
Second, 3-iodopyridine is used as raw material. First take advantage of the basicity of the pyridine nitrogen atom and react with an electrophilic reagent under suitable conditions to activate the pyridine ring. Subsequently, react with a suitable amination reagent. For example, in the presence of a strong base (such as sodium amide), nucleophilic substitution reaction occurs with the amino anion in liquid ammonia, thereby introducing an amino group at the 4 position of the pyridine ring to obtain 3-iodine-4-aminopyridine. However, this method needs to pay attention to the control of reaction conditions. Due to the use of strong bases and liquid ammonia, the operation needs to be cautious.
Third, it is synthesized through a coupling reaction catalyzed by transition metals. In the presence of transition metal catalysts such as palladium and ligands (such as bis (diphenylphosphine) butane, etc.), the halogen atom exchange reaction is carried out with 4-halogenated pyridine (such as 4-chloropyridine) as a substrate, and the iodide reagent (such as cuprous iodide, etc.) in the presence of transition metal catalysts such as palladium and other transition metal catalysts (such as bis (diphenylphosphine) butane, etc.). After that, in another transition metal catalytic system, such as copper-catalyzed Ullman reaction conditions, it is reacted with amination reagents (such as phthalimide potassium salt) to introduce amino groups, and then hydrolyzed and other subsequent reactions can obtain the target product 3-iodine This method relies on transition metal catalysts, and requires consideration of catalyst selection, dosage, and optimization of reaction conditions to improve reaction yield and selectivity.
3-iodo-pyridin-4-ylamine in what areas
3-Iodo-pyridin-4-ylamine is an organic compound, which has extraordinary uses in various fields.
In the field of medicinal chemistry, this compound may be used as a key intermediate to create new drugs. Due to its structure containing nitrogen heterocycles and iodine atoms, nitrogen heterocycles can be linked to specific parts of biological macromolecules through hydrogen bonding, π-π stacking, etc., while iodine atoms can optimize the lipid solubility of drugs, improve their transmembrane ability and bioavailability. Or it can be chemically modified to develop antibacterial, anti-tumor and other drugs.
In the field of materials science, it also has potential applications. It can be polymerized or combined with other materials to prepare materials with special properties. For example, it is introduced into conjugated polymers to improve the photoelectric properties of materials by leveraging the heavy atom effect of iodine atoms and the electron transport properties of pyridine rings, and is applied to organic Light Emitting Diode (OLED), solar cells and other optoelectronic devices.
In the field of organic synthesis, 3-iodo-pyridin-4-ylamine is an extremely important synthetic block. Iodine atoms are highly active and can participate in many classical organic reactions, such as Ullman reaction, Suzuki reaction, etc., to construct more complex pyridine derivatives, providing various strategies for organic synthesis chemists to create novel structural compounds.
In conclusion, 3-iodo-pyridin-4-ylamine has shown broad application prospects in the fields of medicine, materials, and organic synthesis. With the continuous evolution of science and technology, its potential value may be further explored and utilized.
What is the market price of 3-iodo-pyridin-4-ylamine?
I don't know what the city of "3-iodo-pyridin-4-ylamine" is. The quality of this thing often varies for many reasons. First, the place is different, and there is a difference. If it is famous, the quality is excellent, and it is high or high; if it is from ordinary workshops, it is low or slightly lower. Second, the quantity also affects the price. If the quantity is large, the business may be discounted; if the quantity is small, it is high or high. Third, the supply and demand of the city are also low. If the demand is low, the supply will not be demanded, and it will be high; if the supply is high and the demand will be low. Fourth, the degree of improvement also affects the left and right. Those with high quality, the cost is high, and the sale price is not cheap; those with low quality, it is cheap. And the market is booming, and it is not easy to find. If you want to know the market, you need to find a chemical raw material supplier or a trading platform, so as to check the bottom and get a real price.
What are 3-iodo-pyridin-4-ylamine storage conditions?
3-Iodo-pyridin-4-ylamine is an organic compound. Its storage conditions are crucial to the stability and quality of this compound.
This compound should be stored in a cool, dry and well-ventilated place. A cool environment can prevent its decomposition or deterioration due to excessive temperature. If the temperature is high, the molecular movement will intensify, or chemical reactions will be initiated, which will damage its structure and properties.
Dry conditions are also indispensable. Water vapor in the air may react with the compound, especially when the compound is hygroscopic. Moisture can cause reactions such as hydrolysis, changing its chemical composition.
Well ventilated, it can disperse harmful gases that may be generated by the micro-volatilization or reaction of compounds in time, and prevent potential dangers caused by high local concentrations.
In addition, keep away from fire and heat sources when storing. Both fire and heat sources can provide energy, trigger violent reactions of compounds, and even cause serious accidents such as combustion and explosion.
Store 3-iodo-pyridin-4-ylamine, and should also be stored separately from oxidants, acids, bases, etc. because of their chemical properties, or react violently with such substances. Oxidants can oxidize the compound, and acids and bases, depending on their structure, or react with them in acid-base neutralization, cause them to fail or produce dangerous products.
Storage containers should also be carefully selected. A well-sealed container should be used to prevent the intrusion of air, water vapor, etc. And the container material should be compatible with the compound and not react with it to maintain the integrity and stability of the compound during storage. In this way, 3-iodo-pyridin-4-ylamine must be properly stored to maintain its quality and characteristics.