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What are the main uses of 2-bromo-4-aminopyridine?
2-Bromo-4-aminopyridine, Chinese name 2-bromo-4-aminopyridine, is an organic compound with a wide range of uses in the field of organic synthesis and can be called a key intermediate. Its main uses are as follows:
1. ** Drug synthesis **: This compound can be used as a key intermediate for the synthesis of a variety of drugs. The special structure of the geinopyridine ring and bromine and amino groups can participate in a variety of chemical reactions and help build complex drug molecular structures. For example, in the synthesis of some antibacterial and antiviral drugs, 2-bromo-4-aminopyridine may be used as a starting material or an important intermediate. After a series of reactions, it is combined with other functional groups to eventually generate drug molecules with specific pharmacological activities.
2. ** Materials Science **: In the field of materials science, 2-bromo-4-aminopyridine can be used to prepare functional materials. The amino and bromine atoms in its structure can participate in polymerization reactions or other chemical modification processes, giving the material unique properties. For example, by polymerizing with specific monomers, the resulting polymers may have special electrical, optical or mechanical properties, which are expected to be used in electronic devices, optical materials and other fields.
3. ** Organic synthesis reagents **: Due to its unique chemical activity, 2-bromo-4-aminopyridine is often used as an organic synthesis reagent. The presence of bromine atoms makes it prone to nucleophilic substitution reactions; amino groups can participate in a variety of condensation reactions, etc. Chemists can use this to design and implement complex organic synthesis strategies to construct various organic compounds with specific structures and functions, providing important tools and foundations for the research and development of organic synthesis chemistry.
What are 2-bromo-4-aminopyridine synthesis methods?
2-Bromo-4-aminopyridine is an important compound in organic synthesis. Its synthesis methods are diverse, and each has its own advantages and disadvantages. It is selected according to different needs and conditions. The details are as follows:
First, 4-aminopyridine is used as the starting material and obtained by bromination reaction. Usually, in an appropriate solvent, such as dichloromethane, chloroform, etc., an appropriate amount of brominating reagents, such as bromine, N-bromosuccinimide (NBS), etc. Taking bromine as an example, it is necessary to control the reaction temperature and the amount of bromine during the reaction to prevent the formation of polybrominated products. Generally speaking, the selectivity of 2-bromo-4-aminopyridine can be improved by reaction at low temperature (such as 0 ° C to room temperature). The advantage of this method is that the starting material is relatively easy to obtain and the reaction operation is relatively simple; however, the disadvantage is that a certain amount of by-products may be produced, which needs to be carefully separated and purified.
Second, pyridine is used as the starting material and prepared by multiple steps such as nitrification, reduction, and bromination. Pyridine is first nitrified to obtain 4-nitropyridine, and then reduced by reduction means, such as iron powder, zinc powder, etc. under acidic conditions, or catalytic hydrogenation reduction, to obtain 4-aminopyridine. Finally, the target product is obtained by the above bromination step. Although there are many steps in this route, the selectivity of each step is better, and the purity of the product is higher. However, the multi-step reaction results in a low total yield, and the separation and purification operation after each step is complicated and time-consuming.
Third, the coupling reaction catalyzed by transition metals. For example, 4-halopyridine (such as 4-chloropyridine) is used as a substrate, with bromine-containing reagents and ammonia sources, in the presence of transition metal (such as palladium, copper, etc.) catalysts and ligands, and reacts in a suitable base and solvent. This method can precisely construct carbon-bromine and carbon-nitrogen bonds, and the reaction conditions are relatively mild and environmentally friendly. However, transition metal catalysts are expensive, and the synthesis of partial distributors is complicated, which increases the cost and difficulty of operation.
In conclusion, the synthesis of 2-bromo-4-aminopyridine requires careful selection of suitable synthesis methods considering many factors such as raw material cost, reaction conditions, yield, purity and environmental protection.
What are the physical properties of 2-bromo-4-aminopyridine?
2-Bromo-4-aminopyridine is an organic compound with unique physical properties. It is mostly solid at room temperature. Due to the strong interaction forces between molecules, such as hydrogen bonds and van der Waals forces, the molecules are closely arranged to maintain the solid state.
Looking at its melting point, due to the influence of bromine atoms and amino groups in the structure, the intermolecular forces change. The melting point value has a specific range, and the specific value varies according to the purity and test conditions. Generally speaking, the melting point of this substance can be used as an important indicator for identification and purity determination.
When it comes to solubility, the solubility of 2-bromo-4-aminopyridine in organic solvents varies. In polar organic solvents, such as ethanol and acetone, because the molecule has polar groups, it can form hydrogen bonds or other interactions with polar solvent molecules, so it has a certain solubility; however, in non-polar organic solvents, such as n-hexane, due to the large polar difference, weak intermolecular interactions, and very small solubility.
Its density is also an important physical property, and the density reflects the molecular compactness and mass distribution of the substance. The density of the compound is influenced by the molecular structure, atomic species and arrangement, and can be accurately determined by experiments. It is of great significance to study its behavior in solution and the properties of mixed systems.
In addition, the color and odor of 2-bromo-4-aminopyridine are also characterized by physical properties. When pure, it may be white to light yellow solid, odor may be weak, due to heteroatoms and unsaturated bonds in the structure, or have a special weak odor. These properties can be used as a preliminary basis for discrimination in practical operation and application.
In summary, the physical properties of 2-bromo-4-aminopyridine, such as physical state, melting point, solubility, density, color and odor, are of key guiding value for its synthesis, separation, purification and application. Researchers can use this to gain a deeper understanding of the properties of the compound and lay the foundation for related applications.
What are the chemical properties of 2-bromo-4-aminopyridine?
2-Bromo-4-aminopyridine, or 2-bromo-4-aminopyridine, has unique chemical properties and multiple characteristics.
Looking at its structure, the amino and bromine atoms on the pyridine ring are located at specific positions, and the two have a profound impact on the chemical properties of the compound.
In terms of basicity, the amino group has a lone pair of electrons and can accept protons, giving this compound a certain alkalinity. However, the electron cloud distribution of the pyridine ring is uneven due to the electronegativity of the nitrogen atom, resulting in its basicity being weaker than that of aliphatic amines. In acidic media, amino groups can be protonated to form positively charged ammonium ions, and this process has a significant impact on their solubility and reactivity.
Its nucleophilicity is also worthy of attention. The nitrogen atom of the amino group is rich in electrons and exhibits nucleophilic properties. In many reactions, it can be used as a nucleophilic reagent to attack electrophilic reagents. For example, when reacting with halogenated hydrocarbons, the nitrogen atom of the amino group will attack the carbon atom of the halogenated hydrocarbon, and the halogen atom will leave to form N-alkylation products. This reaction is often used in organic synthesis to construct carbon-nitrogen bonds of nitrogen-containing compounds.
The bromine atom exhibits electrophilic properties. Due to the large electronegativity of the bromine atom, when it is connected to the pyridine ring, the density of the α-carbon electron cloud decreases, making it vulnerable to attack by nucleophilic reagents. For example, in the nucleophilic substitution reaction, hydroxyl, amino and other nucleophiles can replace bromine atoms to form corresponding substitution products. This reaction provides a way to introduce different functional groups and expand the structural diversity of compounds.
Furthermore, 2-bromo-4-aminopyridine can participate in the coupling reaction because it contains amino and bromine atoms. For example, under the action of suitable catalysts with boric acids, Suzuki coupling reactions can occur to realize the construction of carbon-carbon bonds. It is widely used in drug synthesis, materials science and other fields to assist in the synthesis of complex organic molecules.
In conclusion, the chemical properties of 2-bromo-4-aminopyridine are determined by the amino and bromine atoms in its structure. These properties provide rich possibilities for organic synthesis and related fields, and can be used to prepare various functional materials and bioactive molecules.
What is the price of 2-bromo-4-aminopyridine in the market?
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