As a leading 2-Amino-3-pyridinecarboxaldehyde 2-aminonicotinaldehyde supplier, we deliver high-quality products across diverse grades to meet evolving needs, empowering global customers with safe, efficient, and compliant chemical solutions.
What is the main use of 2-amino-3-pyridyl formaldehyde (2-Amino-3-pyridinecarboxaldehyde, 2-aminonicotinaldehyde)
2-Amino-3-pyridyl formaldehyde, also known as 2-aminonicotinaldehyde, is widely used. In the field of medicinal chemistry, it is often a key intermediate for the synthesis of various drugs. Due to the special structure of this compound, containing amino and aldehyde groups, the two are very active and can participate in many chemical reactions, thereby constructing complex drug molecular structures.
In the field of organic synthesis chemistry, it is also an important starting material. It can be derived from a series of organic reactions, such as condensation reactions, addition reactions, etc. Many organic compounds with unique structures and properties can meet the needs of different fields for special organic materials.
Furthermore, in the field of materials science, 2-amino-3-pyridyl formaldehyde may be converted into materials with special properties through a specific reaction path, such as fluorescent materials. Due to its structural properties, or endowing materials with unique optical properties, it may have potential applications in optical sensors, Light Emitting Diodes, etc.
In short, 2-amino-3-pyridyl formaldehyde has shown important uses in many fields such as medicine, organic synthesis, and materials science due to its special chemical structure, providing an indispensable basic raw material for research and development in related fields.
What are the synthesis methods of 2-amino-3-pyridyl formaldehyde (2-Amino-3-pyridinecarboxaldehyde, 2-aminonicotinaldehyde)
2-%E6%B0%A8%E5%9F%BA-3-%E5%90%A1%E5%95%B6%E7%94%B2%E9%86%9B (2 - Amino - 3 - pyridinecarboxaldehyde, 2 - aminonicotinaldehyde) is an important intermediate in the field of organic synthesis. The common synthesis methods are as follows:
First, 2 - aminopyridine is used as the starting material. Appropriate protection of 2 - aminopyridine is first carried out to prevent the amino group from being affected in the subsequent reaction. After that, the formyl group is introduced at the 3rd position of the pyridine ring using a suitable electrophilic reagent. This electrophilic reagent can be selected as a Vilsmeier - Haack reagent composed of N, N - dimethylformamide (DMF) and phosphorus oxychloride (POCl). In the reaction, POCl reacts with DMF to form an active intermediate, attacking the third position of 2-aminopyridine to form the corresponding chloroformyl pyridine derivative. Subsequently, through a hydrolysis step, the protective group is removed and the chloroformyl group is converted to a formyl group to obtain the target product 2-amino-3-pyridine formaldehyde.
Second, 3-cyano-2-aminopyridine is used as the starting material. Through a mild reduction reaction, the cyano group is reduced to a formyl group. Suitable reducing agents can be selected for this process, such as the modified Rosenmund reduction method. In the presence of a catalyst, hydrogen is used as the reducing gas to gradually reduce the cyanyl group to formyl group. At the same time, attention should be paid to the control of the reaction conditions to prevent excessive reduction to form other by-products, and accurately synthesize 2-amino-3-pyridine formaldehyde.
Third, pyridine-2,3-dicarboxylic acid is used as the starting material. First, one of the carboxyl groups of pyridine-2,3-dicarboxylic acid is converted to amino group, which can be achieved through a series of reactions, such as first conversion to acyl chloride, and then reaction with ammonia. After that, another carboxyl group is selectively reduced to formyl group by a special reduction reaction. Suitable reagents, such as sodium borohydride and aluminum trichloride, can be selected to react under low temperature and strict anhydrous conditions to promote the conversion of carboxyl groups to formyl groups, and finally successfully prepare 2-amino-3-pyridyl formaldehyde.
These synthesis methods have their own advantages and disadvantages. In practical applications, the most suitable synthesis path should be carefully selected according to the availability of raw materials, the difficulty of reaction conditions, and the purity requirements of the target product.
What are the physical properties of 2-amino-3-pyridyl formaldehyde (2-Amino-3-pyridinecarboxaldehyde, 2-aminonicotinaldehyde)
2-Amino-3-pyridyl formaldehyde, also known as 2-amino-3-pyridinecarboxaldehyde or 2-aminonicotinaldehyde, is an organic compound with unique physical properties.
It is mostly solid at room temperature, and it is a crystalline powder. It is white to light yellow, and the color varies depending on the purity. The melting point is about 90-94 ° C. When heated to this temperature, the substance gradually melts from solid to liquid. This melting point characteristic is of great significance for the identification and purity judgment of compounds. If the melting point is in good agreement with the literature value, it can often be proved that its purity is quite good. If the melting point deviation is large, it may contain impurities.
The compound is slightly soluble in water, but easily soluble in common organic solvents, such as ethanol, dichloromethane, acetone, etc. This solubility is closely related to the molecular structure. Its amino group and aldehyde group have a certain polarity, and can be miscible with the polar molecules of organic solvents by intermolecular forces.
2-amino-3-pyridyl formaldehyde is widely used in the field of organic synthesis, because both aldehyde and amino groups have high reactivity. Alaldehyde groups can participate in many classical reactions, such as generating Schiff bases with amines, which are often used to construct nitrogen-containing heterocyclic structures in organic synthesis. Amino groups can be acylated and alkylated, which helps to introduce diverse functional groups to expand the structural diversity of compounds and provide key intermediates for the development of new drugs and materials. Knowing its physical properties is of great significance in the separation, purification and optimization of reaction conditions of compounds in actual operation.
What are the chemical properties of 2-amino-3-pyridyl formaldehyde (2-Amino-3-pyridinecarboxaldehyde, 2-aminonicotinaldehyde)
2-Amino-3-pyridine formaldehyde, also known as 2-amino-3-pyridinecarboxaldehyde or 2-aminonicotinaldehyde, is an organic compound with many unique chemical properties.
It contains two key functional groups of amino and aldehyde groups. The amino group is basic. Because the nitrogen atom has a lone pair of electrons, it can bind protons, so it can react with acids to form corresponding salts. For example, when interacting with hydrochloric acid, the lone pair of electrons on the nitrogen atom will combine with the hydrogen ion in hydrochloric acid to form a stable ammonium salt. The aldehyde group is active and can participate in many reactions. Among them, the oxidation reaction is quite typical. The aldehyde group can be oxidized to a carboxyl group by a weak oxidant, such as Torun reagent (silver ammonia solution), to generate 2-amino-3-pyridinecarboxylic acid, and silver is precipitated at the same time, which is a silver mirror reaction; it can also be oxidized by a strong oxidant, such as potassium permanganate.
In addition, the aldehyde group can undergo a reduction reaction. Under the action of a suitable reducing agent, such as sodium borohydride, the aldehyde group is reduced to a hydroxyl group, and the product is 2-amino-3-pyridinecanol. The aldehyde group can also undergo an addition reaction with compounds containing active hydrogen, such as with alcohols under acid catalysis, first forming semi-acetals, and then forming acetals. Under basic conditions, the aldehyde α-hydrogen in the molecule of 2-amino-3-pyridine formaldehyde has a certain acidity, and can undergo hydroxyaldehyde condensation reaction, interact with another molecule aldehyde, and form structural products such as carbon-carbon double bonds. Moreover, the amino group can participate in the nucleophilic substitution reaction, react with electrophilic reagents such as halogenated hydrocarbons, and the amino-nitrogen atom attacks the carbon atom connected to the halogenated hydrocarbon atom in the halogenated hydrocarbon, and the halogenated atom leaves to form a new carbon-nitrogen bond.
2-Amino-3-pyridyl formaldehyde (2-Amino-3-pyridinecarboxaldehyde, 2-aminonicotinaldehyde) in the market price range
2-%E6%B0%A8%E5%9F%BA-3-%E5%90%A1%E5%95%B6%E7%94%B2%E9%86%9B, also known as 2 - Amino - 3 - pyridinecarboxaldehyde or 2 - aminonicotinaldehyde, it is difficult to determine the price range of this product in the market. The price often changes for many reasons, such as quality, supply and demand, purchase quantity, production and sales methods and market competition.
If it is of high quality and meets the strict regulations of high-end experiments or special industries, the price will be high; on the contrary, it is only for general use, the quality is slightly inferior, and the price is slightly lower. And when the market demand exceeds the supply, the price may rise; if the supply exceeds the demand, the price may drop.
The purchase quantity is also the main reason. If you buy in bulk, you can often get a preferential price; if you buy in small quantities, the price will be higher. Furthermore, the complexity and simplicity of the preparation method and the cost will also affect the price. If the preparation process is complicated, special raw materials or conditions are required, and the cost is high and the price is also high; if it is simple and easy to make, the price may be close to the people. The intense market competition also makes merchants adjust prices in order to occupy a share. Therefore, if you want to know the exact price range, you must carefully consider the above reasons and observe the changes in the market in real time, or consult the suppliers to get a more accurate price.