Diethyl 4 Hydroxypyridine 2 6 Dicarboxylate
pyridine pyrrole pyrazine piperidine piperazine

Diethyl 4-hydroxypyridine-2,6-dicarboxylate

    Specifications

    HS Code

    356210

    Chemical Formula C13H15NO6
    Molar Mass 281.26 g/mol
    Appearance Solid (description may vary)
    Melting Point Data needed
    Boiling Point Data needed
    Solubility In Water Limited (estimation, data may vary)
    Solubility In Organic Solvents Soluble in some organic solvents like ethanol (estimation)
    Pka Data needed
    Density Data needed
    Stability Stable under normal conditions (general assumption)

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    Frequently Asked Questions

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    What are the chemical properties of Diethyl 4-hydroxypyridine-2,6-dicarboxylate?
    This is a diethyl 4-hydroxypyridine-2,6-dicarboxylate, which is one of the organic compounds. Its chemical properties are unique and allow me to explain them one by one.
    This compound contains pyridine rings, which are aromatic and stable in nature, and are not easy to rupture the ring structure due to ordinary conditions. The substituents on the ring, namely 4-hydroxy and 2,6-dicarboxylate ethyl groups, have a great influence on its properties.
    4-hydroxy groups can cause the formation of hydrogen bonds in molecules, which affect the physical properties of the compound, such as melting point, boiling point and solubility. The hydrogen of the hydroxyl group has a certain acidity. When a suitable base exists, a deprotonation reaction can occur to generate a corresponding negative ion. This negative ion may be used as a nucleophilic reagent in many reactions such as nucleophilic substitution reactions.
    2,6-dicarboxylic acid In the ethyl ester group, the carbon-oxygen double bond of the ester group has a certain polarity, and its α-hydrogen has a certain activity due to the electron-withdrawing effect of the ester group. When exposed to strong bases, α-hydrogen can be taken away, which in turn triggers reactions such as the condensation of claysenate. At the same time, the ester group can undergo hydrolysis reaction under the catalysis of acid or base. When catalyzed by acid, diethyl 4-hydroxypyridine-2,6-dicarboxylic acid and ethanol are formed; when catalyzed by base, the corresponding carboxylic acid and ethanol are obtained. After acidification, diethyl 4-hydroxypyridine-2,6-dicarboxylic acid can also be obtained.
    In addition, the pyridine nitrogen atom in this compound has lone pairs of electrons, which can be used as Lewis base to coordinate or react with metal ions or compounds with missing electron centers. It may have applications in catalysis or materials science. < Br >
    This compound exhibits rich and diverse chemical properties due to its specific functional groups, and may have potential uses in organic synthesis, medicinal chemistry and other fields.
    What are the synthesis methods of Diethyl 4-hydroxypyridine-2,6-dicarboxylate?
    To prepare diethyl 4-hydroxypyridine-2,6-dicarboxylate, the method is as follows.
    First, a suitable pyridine derivative can be started. Find a pyridine with modifiable substituents, such as pyridine with halogen atoms and other active groups. First, a nucleophilic substitution reaction is carried out, so that a suitable nucleophilic reagent, such as a compound containing hydroxyl groups, reacts with halogenated pyridine to introduce hydroxyl groups. In this step, the reaction conditions, such as temperature, solvent, and the type and dosage of base, need to be carefully selected. Commonly used solvents include polar aprotic solvents, bases can be selected from potassium carbonate, etc., depending on the substrate activity, or regulated at room temperature to heating reflux. After the hydroxyl group is successfully introduced, the carboxyl esterification reaction can be carried out. It can be combined with ethanol and suitable esterification reagents, such as concentrated sulfuric acid or dichlorosulfoxide, to form diethyl 4-hydroxypyridine-2,6-dicarboxylic acid ester. During this process, attention should be paid to the reaction process to prevent side reactions from occurring, such as excessive esterification or further substitution of hydroxyl groups.
    Second, it can also be started from simple carboxylic acids and pyridine. Pyridine is first modified by hydroxylation, which can be used as a strategy of oxidation or nucleophilic substitution. Later, carboxylethyl ester groups are introduced into the 2,6 positions of pyridine by esterification reaction with the corresponding carboxylic acid and ethanol. In this way, the sequence of each step of the reaction and the control of conditions are crucial. For example, when esterification, attention should be paid to the reversibility of the reaction. By removing the water generated by the reaction, the reaction can be pushed in the positive direction and the yield of the product can be improved. After each step of the reaction, it needs to be separated and purified to ensure the purity of the substrate in the next step, and the final product is diethyl 4-hydroxypyridine-2,6-dicarboxylate.
    What is the main use of Diethyl 4-hydroxypyridine-2,6-dicarboxylate?
    Diethyl 4-hydroxypyridine-2,6-dicarboxylic acid esters are widely used in the field of organic synthesis. They can be used as key intermediates and participate in the construction of many organic compounds.
    One of them is often an important starting material in the synthesis of heterocyclic compounds. Based on them, various chemical reactions, such as nucleophilic substitution and cyclization, can be used to prepare complex heterocyclic systems. This heterocyclic compound is of great significance in the fields of medicine, pesticides and so on. In medicine, many biologically active drug molecules contain similar heterocyclic structures. Through the conversion of diethyl 4-hydroxypyridine-2,6-dicarboxylic acid esters, new compounds with specific pharmacological activities can be obtained, which lays the foundation for drug development.
    Second, it also plays a role in materials science. After appropriate chemical modification and polymerization, it can be introduced into the structure of polymer materials. This may endow materials with unique properties such as optical and electrical properties. For example, materials with specific luminescent properties can be prepared for optoelectronic devices such as Light Organic Emitting Diodes.
    Third, in the field of catalysis, its derivatives or ligands can be used. After coordination with metal ions, the formed metal complexes may have unique catalytic activity, which can demonstrate high-efficiency catalytic performance in specific organic reactions, promote the smooth progress of the reaction, and improve the yield and selectivity of the reaction.
    What are the precautions for Diethyl 4-hydroxypyridine-2,6-dicarboxylate during storage and transportation?
    Diethyl 4-hydroxypyridine-2,6-dicarboxylate needs to be paid attention to during storage and transportation.
    This substance is quite sensitive to temperature and humidity. High temperature can easily cause its chemical properties to change, or cause the risk of decomposition. Therefore, the storage place should be kept cool, preferably not exceeding [X] ° C; the humidity should not be too high. If the humidity is too high, it may cause the substance to absorb moisture, which will affect its purity and quality. The relative humidity should be controlled below [X]%.
    Furthermore, this substance should avoid severe vibration and collision during transportation. Because of its structure or a certain degree of fragility, strong vibration collides or breaks its molecular structure, causing quality damage. When handling, it should also be handled with care and must not be thrown wantonly.
    And because of its chemical activity, it is necessary to separate it from substances with different activities such as strong acids and bases during storage and transportation to prevent mutual reaction. Containers should also be carefully selected to resist its corrosion and have good sealing performance to prevent leakage. If there is leakage, it will not only damage the object, but also endanger the surrounding environment and personal safety.
    In addition, storage and transportation should be kept clean and free of impurities to avoid contamination of diethyl 4-hydroxypyridine-2,6-dicarboxylate and affect its quality and subsequent use. And throughout storage and transportation, detailed records should be kept, such as temperature and humidity changes, handling conditions, etc., for traceability and control.
    What are the related derivatives of Diethyl 4-hydroxypyridine-2,6-dicarboxylate?
    Diethyl 4-hydroxypyridine-2,6-dicarboxylic acid ester is an organic compound with many derivatives, each of which has its own unique properties and uses.
    The first hydrolysis product of diethyl 4-hydroxypyridine-2,6-dicarboxylic acid ester. In water and under appropriate conditions, this ester can be hydrolyzed to form 4-hydroxypyridine-2,6-dicarboxylic acid and ethanol. 4-hydroxypyridine-2,6-dicarboxylic acid has attracted much attention in the field of materials chemistry and catalysis because it has hydroxyl and carboxyl groups and can be used as ligands to complex with metal ions.
    The other is esterification derivatization. If it reacts with different alcohols under acid catalysis, different esters can be formed. Such new esters, or due to the change of ester structure, show differences in solubility, volatility and biological activity, and have potential uses in fragrance and drug synthesis.
    In addition, its reduction products should not be underestimated. With the action of suitable reducing agents, the carbonyl groups on the pyridine ring may be reduced to form pyridine derivatives containing different degrees of reduction. These reduction products may have unique electronic structures and reactivity, and serve as key intermediates in the organic synthesis step to construct more complex pyridine compounds.
    In the substitution reaction, the hydrogen atom on the hydroxyl group or pyridine ring can be replaced by other functional groups. For example, under the action of halogenated reagents, hydroxyl groups can be replaced by halogen atoms to form halogenated pyridine derivatives. This halogen can further participate in nucleophilic substitution reactions, introduce more functional groups, greatly expand the application range of this compound in organic synthesis routes, and lay the foundation for the creation of diverse and functional organic molecules.