2 Bromo 3 Aminopyridine
pyridine pyrrole pyrazine piperidine piperazine

2-bromo-3-aminopyridine

    Specifications

    HS Code

    213610

    Name 2-bromo-3-aminopyridine
    Molecular Formula C5H5BrN2
    Molecular Weight 173.01
    Appearance Off - white to light yellow solid
    Melting Point 69 - 72 °C
    Boiling Point 262.7 °C at 760 mmHg
    Density 1.658 g/cm³
    Solubility In Water Slightly soluble
    Pka ~3.9 (pyridinium ion)
    Flash Point 112.7 °C
    Odor Characteristic

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    Frequently Asked Questions

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    What are the physical properties of 2-bromo-3-aminopyridine?
    2-Bromo-3-aminopyridine is an organic compound, and its physical properties are as follows:
    This substance is mostly solid at room temperature, but its specific properties are also affected by impurities and preparation methods. Its melting point is of great significance for identification and purification, but there is no exact literature on its specific melting point value.
    2-bromo-3-aminopyridine has a certain solubility. In organic solvents, common such as ethanol, dichloromethane, chloroform, etc., due to the similar principle of compatibility, it is partially soluble. In ethanol, because ethanol has both polarity and a certain organic group, 2-bromo-3-aminopyridine interacts with it and dissolves. In water, due to the strong polarity of water molecules, although the compound contains amino groups that can form hydrogen bonds with water, the overall water solubility is not good due to the influence of bromine atoms and pyridine rings.
    Its appearance may be white to light yellow solid, and the color may change due to impurities or storage. It is affected by light and air oxidation. Its density needs to be considered in related research and industrial applications, but the exact value will be detailed in the literature. In addition, in terms of odor, it may have a special organic odor, but this description is more subjective and varies due to factors such as concentration. In terms of spectral properties, in infrared spectroscopy, amino groups will appear absorption peaks at specific wavenumbers, which can characterize the stretching vibration of N-H bonds; although bromine atoms have no characteristic infrared absorption peaks, they will affect the vibration frequencies of nearby chemical bonds; pyridine rings also have corresponding characteristic absorption peaks. In hydrogen NMR spectroscopy, hydrogen atoms in different chemical environments will peak at corresponding chemical shifts, and the area ratio of the peak can be inferred from the number of hydrogen atoms, which is helpful for structural analysis.
    What are the chemical properties of 2-bromo-3-aminopyridine?
    2-Bromo-3-aminopyridine, or 2-bromo-3-aminopyridine, is an important class of organic compounds. Its chemical properties are unique and it is worth exploring in depth.
    As far as nucleophilic substitution is concerned, the bromine atom activity of this compound is quite high. The electron cloud distribution of its pyridine ring is specific, making the bromine atom vulnerable to nucleophilic reagents. In case of hydroxyl negative ions (OH), a substitution reaction can occur, and the bromine atom is replaced by a hydroxyl group to form 2-hydroxy-3-aminopyridine. This reaction is easier to carry out in an alkaline environment, because basic conditions can enhance the activity of nucleophilic reagents.
    When it comes to electrophilic substitution reactions, although both amino and bromine atoms are ortho-para-sites, the conjugation effect of amino groups is more significant, causing the electron cloud density of the pyridine ring to increase even more in the amino ortho-site. Therefore, electrophilic reagents tend to attack the ortho-sites of amino groups. For example, under appropriate conditions, when reacting with halogenating reagents, halogen atoms can be introduced into the amino ortho-site or the para-site.
    The amino group of 2-bromo-3-aminopyridine is basic and can react with acids to form corresponding salts. If interacting with hydrochloric acid, the amino group can bind protons to form 2-bromo-3-aminopyridine hydrochloride. The formation of this salt greatly increases the solubility of the compound in water, because ionic compounds are usually more soluble in water than their parent compounds.
    In addition, 2-bromo-3-aminopyridine can also participate in a variety of organic synthesis reactions, such as reaction with aldehyde compounds, new carbon-nitrogen bonds can be formed through condensation and other processes, and then nitrogen-containing organic compounds with more complex structures can be synthesized. It has broad application prospects in many fields such as pharmaceutical chemistry and materials science.
    What are the main uses of 2-bromo-3-aminopyridine?
    2-Bromo-3-aminopyridine, or 2-bromo-3-aminopyridine, has a wide range of uses.
    One of them is a key intermediate in the field of medicinal chemistry. The structure of the geinopyridine ring is commonly found in many drug molecules. 2-bromo-3-aminopyridine can be chemically modified to add various functional groups to create drugs with unique biological activities. For example, in the development of antibacterial drugs, by modifying its structure, compounds with high inhibitory activity against specific pathogens can be synthesized. Its bromine atom and amino group can participate in various chemical reactions, such as nucleophilic substitution reaction, so that the pyridine ring is connected to different pharmacopharmaceutical groups to meet the needs of drug binding to targets.
    Second, in the field of materials science, it also has important uses. It can be used to prepare organic optoelectronic materials. The conjugate structure of the pyridine ring gives it special electrical and optical properties. Through rational design, the introduction of 2-bromo-3-aminopyridine into the main chain or side chain of polymer materials can regulate the electronic transport properties and luminescence properties of the materials. For example, in the preparation of organic Light Emitting Diode (OLED) materials, the use of its structural properties can improve the luminous efficiency and stability of the material, so that the OLED display shows better image quality.
    Third, it is also indispensable in pesticide chemistry. As an intermediate, pesticides with insecticidal, bactericidal or herbicidal activities can be synthesized. After its structure is modified, it can precisely act on specific physiological processes of pests, pathogens or weeds, such as interfering with the nervous system of pests, inhibiting cell wall synthesis of pathogens, etc., and is relatively friendly to the environment, playing an important role in sustainable agricultural development.
    In summary, 2-bromo-3-aminopyridine has key uses in many fields such as medicine, materials and pesticides, and is an important basic raw material for promoting the development of related industries.
    What are 2-bromo-3-aminopyridine synthesis methods?
    To prepare 2-bromo-3-aminopyridine, there are many methods, and the following are common methods.
    First, 3-aminopyridine is used as the starting material. The amino group can be protected first, and acetylation and other means can be used, so that the amino group can be avoided in the subsequent bromination reaction. Acetyl chloride or acetic anhydride are commonly reacted with 3-aminopyridine in the presence of a suitable base (such as pyridine) to form N-acetyl-3-aminopyridine. Then, the product is reacted with bromine in a suitable solvent (such as dichloromethane), and brominated under the catalysis of Lewis acid (such as iron tribromide). Because the 3-position amino group on the pyridine ring is protected, the electron cloud density of the 2-position is relatively high, and the bromine atom is easy to attack this position to generate N-acetyl-2-bromo-3-aminopyridine. Finally, hydrolysis with a suitable base (such as sodium hydroxide aqueous solution), deacetyl protecting group, to obtain 2-bromo-3-aminopyridine.
    Second, starting from 2-bromo pyridine. First, nitro is introduced at the 3-position of the pyridine ring through nitrification reaction. Due to the fact that the bromine atom in 2-bromopyridine is an ortho-para-localized group, although it causes blunt benzene ring, under suitable conditions, the nitro group can still mainly enter the 3-position. Commonly used mixed acids (concentrated sulfuric acid and concentrated nitric acid) are used as nitrifying reagents to control the reaction temperature and time. 2-bromo-3-nitropyridine can be obtained by reducing the nitro group to an amino group with a reducing agent (such as iron powder and hydrochloric acid, lithium aluminum hydride, etc.) to prepare 2-bromopyridine.
    Third, pyridine is used as the starting material. The bromination reaction is carried out first, because the electrophilic substitution activity of the pyridine ring is lower than that of the benzene ring, and the electron-absorbing action of the nitrogen atom makes the electron cloud density at the 3-position on the pyridine ring relatively high. Under specific conditions (such as liquid bromine and iron powder catalysis), bromine atoms can be preferentially introduced at the 2-position to obtain 2-bromo-3-aminopyridine. Then, as mentioned above, the method of making 2-bromo-3-aminopyridine from 2-bromo-pyridine is used to obtain the target product by nitrification and reduction.
    All synthesis methods have their own advantages and disadvantages. According to the actual situation, factors such as the availability of raw materials, the difficulty of reaction conditions, the purity and yield of the
    2-bromo-3-aminopyridine What are the precautions in storage and transportation?
    2-Bromo-3-aminopyridine is an organic compound. During storage and transportation, many key matters must be paid attention to.
    The first thing to pay attention to is its stability and packaging. This compound may deteriorate due to environmental factors, so the packaging must be tight to prevent moisture and oxidation. It is advisable to use sealed containers, such as glass bottles or special plastic containers, and ensure that the container is intact and free from leakage. Its name, nature and hazard warning should be clearly marked on the packaging for easy identification and disposal.
    For the second time, the storage environment is extremely important. It should be placed in a cool, dry and well-ventilated place, away from fire and heat sources. Due to high temperature or humid environment or causing its decomposition, reaction, or even dangerous accidents. Avoid co-storage with oxidizing agents, acids, alkalis and other substances to prevent chemical reactions.
    The transportation process should not be underestimated. Appropriate transportation methods should be selected in accordance with relevant regulations. During transportation, ensure that the packaging is stable, avoid collisions and vibrations, and prevent leakage due to package damage. If it is for long-distance transportation, pay more attention to the monitoring of temperature and humidity to ensure that the environment is suitable. Transportation personnel also need professional training to be familiar with the characteristics of the compound and emergency treatment methods. In case of leakage and other accidents, they can be disposed of quickly and properly.
    In short, the storage and transportation of 2-bromo-3-aminopyridine, from packaging, environment to personnel operation, all need to be treated with caution to ensure safety and avoid adverse consequences.