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What are the chemical properties of methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate?
Ethyl 5-hydroxyl-2-oxo-1,2-dihydropyridine-3-carboxylate is one of the organic compounds. It has multiple chemical properties and has attracted much attention in the field of organic synthesis. The following are its main chemical properties:
First, acidic. This compound has a carboxyl group in its molecule, and the hydrogen atoms in the carboxyl group can be dissociated, showing acidic properties. When reacted with a base, the corresponding carboxylate can be formed. For example, when it meets sodium hydroxide, it will form 5-hydroxyl-2-oxo-1,2-dihydropyridine-3-carboxylate sodium and water. This reaction is often used in organic synthesis for the separation and purification of compounds.
Second, nucleophilic substitution reactivity. The ester part of the substance, due to the electron-withdrawing effect of the carbonyl group, makes the ester carbon atom positively charged and vulnerable to attack by nucleophilic testers. For example, when it is catalyzed by alkali with alcohols, it can undergo ester exchange reactions to form new ester compounds. This reaction is often used in organic synthesis to prepare various esters with specific structures, which is of great significance for building the structure of complex organic molecules.
Third, redox properties. The hydroxyl groups in the molecule can be oxidized, and depending on the oxidizer used, they can be converted into aldehyde groups, carboxyl groups or other higher-valent oxygen-containing compounds. At the same time, the double bonds on the pyridine ring can undergo hydrogenation and reduction reactions under specific reduction conditions, causing the pyridine ring to partially transform into a saturated or partially saturated ring structure, which is crucial for adjusting the physical and chemical properties of the compound.
Fourth, cyclization and ring-opening reactions. In view of the particularity of its molecular structure, under appropriate reaction conditions, intra-molecular cyclization reactions can occur to form more complex cyclic structures; on the contrary, under the action of specific reagents and conditions, pyridine rings may also undergo ring-opening reactions to form chain-like compounds, providing a rich variety of reaction paths and products for organic synthesis.
In short, 5-hydroxyl-2-oxo-1,2-dihydropyridine-3-carboxylate ethyl ester has become an important basic raw material in the field of organic synthesis chemistry due to its unique chemical properties, enabling researchers to create organic compounds with diverse structures and functions.
What is the common synthesis method of methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate?
The common synthesis methods of ethyl 5-hydroxy-2-oxo-1,2-dihydropyridine-3-carboxylate are as follows:
** 1. Pyridine derivatives are used as starting materials **
1. ** First step: construction and modification of pyridine rings **
Usually starting with suitable pyridine derivatives, such as a specific substituted pyridine, under appropriate basic conditions, nucleophilic substitution reactions occur with specific halogenated alkanes. With potassium carbonate as a base, in organic solvents such as acetonitrile, the nitrogen atoms of pyridine will attack the carbon atoms of halogenated alkanes, forming new carbon-nitrogen bonds, and the halogen ions will leave at the same time. This step aims to introduce a suitable substituent to lay the foundation for subsequent conversion to the target product.
2. ** Step 2: Oxidation Reaction **
Oxidation of the product obtained in the first step. Use a suitable oxidant, such as a mild Dess-Martin oxidant. In an organic solvent such as dichloromethane, the methyl or methylene at a specific position on the pyridine ring is oxidized to a carbonyl group, thereby forming a 2-oxo-pyridine structure. This oxidation reaction requires strict control of the reaction conditions, including temperature, oxidant dosage, etc., to ensure that the reaction selectively occurs at the target position.
3. ** The third step: hydroxylation and esterification reaction **
The 2-oxo-pyridine product is hydroxylated under specific conditions. Reagents such as peroxides can be used to introduce hydroxyl groups at the 5-position of the pyridine ring under suitable catalytic systems. Subsequently, in the presence of acidic catalysts such as p-toluenesulfonic acid, esterification reaction occurs with ethanol to generate 5-hydroxyl-2-oxo-1,2-dihydropyridine-3-carboxylate ethyl ester. This step requires attention to the reaction sequence and conditions to avoid the occurrence of side reactions.
** II. Synthesis by multi-step cyclization reaction **
1. ** Preparation of starting materials **
Select suitable chain-like compounds containing functional groups such as carbonyl, amino and carboxyl groups. These starting materials can be prepared from simple chemical raw materials by conventional organic synthesis methods. For example, precursors with suitable functional groups are obtained through the condensation reaction of alaldehyde, ketone and ammonia or amine compounds, and the esterification reaction of carboxylic acids.
2. ** Cyclization Reaction **
Under suitable reaction conditions, intramolecular condensation and cyclization reactions occur between these functional groups. For example, under the condition of heating and acid catalysis, the amino group and the carbonyl group are condensed to form a pyridine ring structure, and the carboxyl group and ethanol undergo esterification reaction under the action of an acidic catalyst to form a compound with a pyridine ring structure and an ester group.
3. ** Subsequent oxidation and hydroxylation modification **
Similar to the above method using pyridine derivatives as starting materials, the obtained pyridine ring compound is oxidized and hydroxylated. First, the specific position of the pyridine ring is oxidized to a carbonyl group, and then the hydroxyl group is introduced to finally obtain 5-hydroxyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid ethyl ester. The entire process requires fine control of each step of the reaction to optimize the reaction conditions and select appropriate reagents and catalysts to improve the yield and purity of the target product.
In which fields is methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate used?
Ethyl 5-hydroxyl-2-oxo-1,2-dihydropyridine-3-carboxylate has a wide range of uses and is used in various fields of medicine and chemical industry.
In the field of medicine, it is a key pharmaceutical intermediate, and many drug synthesis depend on it. Due to its special chemical structure, it can participate in various chemical reactions to build complex drug molecular structures. For example, when synthesizing cardiovascular drugs, ethyl 5-hydroxyl-2-oxo-1,2-dihydropyridine-3-carboxylate can introduce key active groups through specific reaction steps to give the drug the effect of regulating cardiovascular function. For example, in the research and development of nervous system drugs, it can also play an important role in the construction of compounds with neural activity, or provide new ways for the treatment of nervous system diseases.
In the chemical industry, it plays an important role in organic synthetic chemistry. It can be used as a starting material to synthesize special functional organic compounds through a series of reactions. Because it contains multiple reactive activity check points, it can react with different reagents to derive products with different structures. If it reacts with specific alcohols and amines, it can prepare esters and amides with special properties. Such compounds may be used in coatings, plastic additives and other fields to improve product performance. In addition, in the synthesis of dyes, ethyl 5-hydroxyl-2-oxo-1,2-dihydropyridine-3-carboxylate may be used as a key structural unit to introduce chromogenic groups to prepare dyes with bright colors and good stability.
What is the approximate market price of methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate?
The price of ethyl 5-hydroxyl-2-oxo-1,2-dihydropyridine-3-carboxylate in the market is now available. This is an important compound in the field of fine chemicals and is often used in drug synthesis and organic synthesis reactions.
In the chemical market, its price fluctuations are controlled by many factors. First and foremost, the cost of raw materials is also. If the price of various raw materials required for the synthesis of 5-hydroxyl-2-oxo-1,2-dihydropyridine-3-carboxylate fluctuates, the price of the finished product will also change accordingly. For example, if the supply of raw materials is tight, or the production cost rises, the price can rise.
Furthermore, the supply and demand relationship in the market is also key. If the pharmaceutical industry has a large increase in demand for drug research and development and production containing this compound, and the supply is difficult to keep up in time, the price will rise; on the contrary, if the demand is weak and the supply exceeds the demand, the price may have downward pressure.
In addition, the difficulty of production process, the scale efficiency of manufacturers, policies and regulations, and transportation costs also affect the price.
Based on the current market conditions, the price of 5-hydroxy- 2-oxo-1,2-dihydropyridine-3-carboxylate ethyl ester is roughly between [X] yuan and [X] yuan per kilogram. However, the chemical market is changing, this price is only a temporary reference, and the actual price should be subject to real-time inquiry. If merchants want to buy this product, they should consult more manufacturers and observe the market dynamics carefully before they can obtain a reasonable price to form a favorable transaction.
What are the storage conditions for methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate?
Ethyl 5-hydroxyl-2-oxo-1,2-dihydropyridine-3-carboxylate, this drug needs to be shaded, sealed and stored in a dry and cool place, and the temperature should be below 25 ° C to avoid moisture and high temperature environment, in order to prevent its properties from changing and its efficacy is damaged.
This drug has a special chemical structure, and it contains multiple functional groups that make it more active. High temperature will accelerate molecular movement, trigger structural changes, and lead to drug deterioration. In a humid environment, water molecules easily interact with drug molecules, or cause reactions such as hydrolysis, which affect the purity and efficacy of the drug. Shading is because the drug may be sensitive to light, and photochemical reactions may occur under light, changing the chemical structure and activity.
Sealed storage can prevent external air and moisture from coming into contact with the drug, reducing the risk of oxidation and deliquescence. Following these storage conditions can maintain the stability and effectiveness of the drug to the greatest extent, and ensure the safety and effectiveness of the drug. If you find abnormal appearance and smell of the drug during use, you should avoid use and consult a professional.