Chemical Formula | C13H13NO3 |
Molar Mass | 231.247 g/mol |
Appearance | Solid (predicted) |
Melting Point | No data available |
Boiling Point | No data available |
Solubility In Water | Poorly soluble (predicted) |
Solubility In Organic Solvents | Soluble in common organic solvents like ethanol, dichloromethane (predicted) |
Pka | No data available |
Logp | No data available |
Density | No data available |
What are the chemical properties of Ethyl 4-hydroxy-3-methylquinoline-2-carboxylate?
Fuethyl-4-hydroxy-3-methylquinoline-2-carboxylic acid ester is also an organic compound. It has unique chemical properties. In terms of solubility, it can show a good solubility in organic solvents such as ethanol and ether, but it is not good in water. The molecular structure contains more hydrophobic groups, and the interaction with water molecules is weak.
When it comes to stability, this compound is said to be stable under generally mild conditions. However, if it encounters strong acids and bases, its structure is easily damaged. Strong acids can induce the protonation of the quinoline ring, which in turn affects the distribution of its electron cloud, causing the molecule to undergo reactions such as rearrangement or hydrolysis; strong bases can also promote the hydrolysis of ester groups to form corresponding carboxylic acids and alcohols.
Furthermore, the compound has significant reactivity due to the presence of active groups such as hydroxyl groups and ester groups. Hydroxyl groups can participate in reactions such as esterification and etherification, and can react with acid anhydrides or acyl chlorides to form new ester compounds under appropriate conditions; ester groups can undergo hydrolysis, alcoholysis, and aminolysis under the action of basic or acidic catalysts. In addition, the conjugated structure of the quinoline ring endows it with certain optical properties, and under the irradiation of light of a specific wavelength, it may exhibit fluorescence phenomenon, which may have potential application value in the field of fluorescent materials. In short, the chemical properties of ethyl-4-hydroxy-3-methylquinoline-2-carboxylic acid esters are rich and diverse, and there are broad research and application prospects in many fields such as organic synthesis and materials science.
What are the synthetic methods of Ethyl 4-hydroxy-3-methylquinoline-2-carboxylate?
In order to prepare ethyl 4-hydroxy-3-methylquinoline-2-carboxylic acid ester, the synthesis method, although the ancient book "Tiangong Kaiwu" does not directly describe the synthesis of this specific compound, can be inspired by the relevant chemical process ideas.
In the past, the synthesis of basic raw materials was often converted in multiple steps. Or first take suitable aromatic amines and carbonyl-containing compounds, under a suitable acid-base environment, by condensation reaction, the structure of the quinoline ring is initially formed. For example, using anthranilic acid derivatives and acetylacetone, under the catalysis of acidic catalysts and heating conditions, condensation forms the quinoline parent nucleus.
Then, the quinoline ring is modified. For the introduction of 4-hydroxyl groups in the target product, reagents with hydroxylation ability, such as specific metal oxides or strong oxidants, can be found to hydroxylate the quinoline ring at a specific position under suitable temperature and pressure conditions.
As for the addition of 3-methyl, or the organometallic compound formed by halogenated hydrocarbons and metal reagents can react with the quinoline ring to achieve the substitution of methyl.
The formation of ethyl ester groups is often obtained by esterification of the corresponding carboxylic acid and ethanol under the action of catalysts such as concentrated sulfuric acid.
Although ancient books do not have this accurate method, their chemical wisdom, such as the exploration of reaction conditions and the selection and matching of raw materials, can provide a reference for the modern synthesis of ethyl 4-hydroxy-3-methylquinoline-2-carboxylic acid esters. Based on the basic reaction principle, the conditions are continuously optimized to achieve the purpose of efficient synthesis.
In which areas is Ethyl 4-hydroxy-3-methylquinoline-2-carboxylate used?
Ethyl 4-hydroxy-3-methylquinoline-2-carboxylate is an organic compound that has applications in many fields.
In the field of medicine, it may have potential medicinal value. Because its structure contains specific groups, it can interact with targets in vivo to exhibit pharmacological activity. If the compound can be modified, new antimalarial drugs can be developed. During the metabolism of malaria parasites in vivo, specific proteins or enzymes are essential for their survival and reproduction. This compound may be able to precisely bind to these targets, interfere with the metabolism of malaria parasites, and achieve antimalarial effect. At the same time, in anti-tumor research, it has also been explored. The abnormal proliferation of tumor cells depends on many signaling pathways and key proteins. This compound may affect these pathways and proteins, inhibit tumor cell growth, induce apoptosis, and provide a new direction for the research and development of anti-tumor drugs.
In the field of materials science, it can be used as a precursor of functional materials. Due to its unique molecular structure, it endows materials with special properties. For example, in the preparation of optical materials, the compound is introduced into a polymer system, or the material acquires unique photoluminescence properties, which is used to fabricate optoelectronic devices such as Light Emitting Diodes (LEDs) to improve the luminous efficiency and color purity of the devices. In terms of sensor materials, it can selectively interact with specific analytes, causing changes in physical and chemical properties of materials, such as color and fluorescence intensity changes. Based on this, high-sensitivity and high-selectivity sensors are constructed for detecting environmental pollutants and biomarkers.
In the field of organic synthesis, it is an important intermediate. Because its molecular structure contains multiple reactivity check points, complex organic molecular structures can be constructed through a variety of organic reactions, such as nucleophilic substitution, electrophilic substitution, and redox reactions. Chemists can use it as a starting material to synthesize organic compounds with specific functions and structures by ingeniously designing reaction routes, providing a powerful tool for the development of organic synthetic chemistry and expanding the diversity of synthetic organic compounds.
What is the market outlook for Ethyl 4-hydroxy-3-methylquinoline-2-carboxylate?
Ethyl+4-hydroxy-3-methylquinoline-2-carboxylate is 4-hydroxy-3-methylquinoline-2-carboxylic acid ethyl ester, the market prospect of this product is quite promising.
Looking at the field of pharmaceutical chemical industry today, many studies focus on compounds containing quinoline structure. 4-hydroxy-3-methylquinoline-2-carboxylic acid ethyl ester, its unique molecular structure, endows it with potential biological activity. In drug development, quinoline compounds often show antibacterial, anti-inflammatory, anti-tumor and other properties. This compound may also have similar effects and is expected to become a key intermediate for new drugs, so the demand for it by pharmaceutical companies may be on the rise.
Furthermore, in the field of materials science, materials containing quinoline structures have made a name for themselves in optics, electronics, etc. The reasonable modification and application of 4-hydroxy-3-methylquinoline-2-carboxylate ethyl ester may provide opportunities for the creation of new functional materials, such as fluorescent materials, semiconductor materials, etc., which will undoubtedly open up its application territory in the materials market.
However, its market development also has challenges. Optimization of the synthesis process is crucial, and it is necessary to improve the yield and reduce the cost in order to enhance the market competitiveness. And the market requires strict product Quality Standards, and it is necessary to ensure the purity and stability of the product. But overall, with the advancement of scientific research and technological innovation, ethyl 4-hydroxy-3-methylquinoline-2-carboxylate, with its unique structure and potential application value, is expected to gain broad development space in the pharmaceutical and materials markets, with promising prospects.
What are the precautions in the preparation of Ethyl 4-hydroxy-3-methylquinoline-2-carboxylate?
When preparing ethyl 4-hydroxy-3-methylquinoline-2-carboxylate, many things need to be paid attention to. First and foremost, the purity of the raw material is the key. If the raw material is impure, impurities may breed side reactions during the reaction process, resulting in impure products and greatly reduced yields. Therefore, when selecting raw materials, it is necessary to strictly control their purity and must not be sloppy.
Furthermore, precise control of the reaction conditions is indispensable. Factors such as temperature, pH and reaction time all have a profound impact on the direction of the reaction and the generation of the product. Taking temperature as an example, if the temperature is too high, the reaction may go out of control, causing unnecessary side reactions; if the temperature is too low, the reaction rate will be slow or even difficult to occur. It is necessary to maintain the temperature at a suitable range according to the reaction characteristics, with the help of precise temperature control equipment. In terms of pH, different reactions have different requirements for acid-base environments, and acid-base regulators are required to create a suitable acid-base atmosphere. As for the reaction time, strict monitoring is also required. If the reaction is too short, the conversion of raw materials will be incomplete; if the reaction is too long, it may cause the product to decompose.
In addition, the choice of reaction solvent should not be underestimated. The solvent not only needs to have good solubility to the reactants to promote the full progress of the reaction, but also must not undergo additional chemical reactions with the reactants and products. Suitable solvents can effectively improve the reaction rate and yield.
The standardization of the operation process is also crucial. Whether it is the weighing of raw materials, the order of addition, or the speed and method of stirring, it will affect the uniformity of the reaction and the quality of the product. For example, the order of adding raw materials is improper, or the local reaction is too violent, which affects the overall reaction effect. Insufficient stirring will also make the reactants unevenly mixed, making it difficult for the reaction to proceed smoothly.
The post-processing stage also needs to be treated with caution. The separation and purification operations of the product must be fine to remove impurities and improve the purity of the product. Commonly used separation and purification methods, such as extraction, distillation, recrystallization, etc., need to be reasonably selected according to the characteristics of the product. A little carelessness may cause product loss during operation and reduce the final yield.