methyl 5-bromo-4-hydroxy-8-methylquinoline-2-carboxylate

Methyl 5-bromo-4-hydroxy-8-methylquinoline-2-carboxylic acid ester has a wide range of uses. In the field of medicinal chemistry, it is often a key intermediate for the synthesis of many specific drugs. The structure of guinequinoline is like a cornerstone in many drug molecules, giving drugs unique biological activities and pharmacological properties. The specific substituents of this compound, such as bromine, hydroxyl and methyl, can precisely regulate the interaction between drugs and biological targets, or enhance the affinity of drugs to specific receptors, or improve their ability to penetrate biofilms, thereby enhancing the efficacy of drugs and reducing adverse reactions.
In the field of materials science, it also has its uses. Some materials containing quinoline structure exhibit unique optical and electrical properties. Methyl 5-bromo-4-hydroxy-8-methylquinoline-2-carboxylic acid esters can be reasonably designed and modified to prepare materials with special photoelectric properties, or used in organic Light Emitting Diodes (OLEDs) to improve their luminous efficiency and stability; or used in photochromic materials to achieve sensitive response and regulation of light signals, with potential application value in information storage, display and other fields.
In addition, in the field of agricultural chemistry, there are also potential applications. Quinoline compounds often inhibit or kill some crop pests and diseases. This compound can be developed into a new type of pesticide after appropriate derivatization, providing a new strategy for pest control in agricultural production, helping to improve crop yield and quality, and ensuring sustainable agricultural development.

There are several common methods for synthesizing methyl 5-bromo-4-hydroxy-8-methylquinoline-2-carboxylate.
One is to use an appropriate quinoline derivative as the starting material. First take the quinoline with the appropriate substituent and introduce the bromine atom at a specific position. Suitable brominating reagents, such as bromine, N-bromosuccinimide (NBS), etc., can be used to precisely replace the bromine atom in the fifth position of the quinoline ring under suitable reaction conditions. This step requires attention to the reaction temperature, reaction time and reagent dosage to ensure the selectivity and yield of the reaction. < Br >
After the bromine atom is introduced, the hydroxyl group is introduced at the 4th position. It can be achieved by a specific nucleophilic substitution reaction or oxidation reaction. For example, choose a suitable nucleophilic reagent, react with the brominated quinoline derivative under the catalysis of a base, and promote the hydroxyl group to replace other groups in the corresponding position.
As for the introduction of 8-position methyl groups, it can be achieved by suitable methylating reagents, such as iodomethane, dimethyl sulfate, etc., under appropriate reaction conditions.
Finally, in order to construct the 2-carboxylic acid ester structure, the 2-position carboxylation of the quinoline ring can be used first. The method of reacting carbon dioxide with organometallic reagents is commonly used, and then esterification is carried out with alcohols such as methanol under acid catalysis or other suitable conditions to generate the target product methyl 5-bromo-4-hydroxy-8-methylquinoline-2-carboxylic acid ester.
During the operation, the reaction products need to be carefully separated and purified at each step. Column chromatography and recrystallization can be used to obtain high-purity target products to ensure the high efficiency and reliability of the synthesis route.

Methyl-5-bromo-4-hydroxy-8-methylquinoline-2-carboxylic acid ester is an organic compound. Its physical properties are quite important and are related to many chemical applications.
Looking at its properties, this compound is mostly solid at room temperature, and its appearance is either crystalline powder. Its color is white or nearly colorless, depending on the purity of preparation. The powder has a fine texture and is easy to use and operate.
When it comes to the melting point, due to the interaction of various chemical bonds and functional groups in the molecular structure, its melting point is relatively high. It has been experimentally determined to be about [X] ° C. This melting point property is of great significance in the process of separation, purification and identification of compounds, and can be used as a key judgment basis.
In terms of solubility, because the molecule contains polar hydroxyl groups and carboxyl ester functional groups, it has a certain solubility in polar organic solvents such as ethanol and acetone. The solubility in water is lower, because the overall carbon skeleton of the molecule is large, it has a certain hydrophobicity. This difference in solubility plays an important role in the selection of suitable solvents during chemical synthesis to promote the reaction, or in the separation of products from the reaction system.
Density is also one of the important physical properties. After precise measurement, its density is about [X] g/cm ³. In chemical production, this value is of great significance for the conversion of material volume and quality, the design of reactor volume, etc., and is related to the accuracy and efficiency of the production process.
In addition, the stability of this compound is also worthy of attention. Although it is relatively stable under conventional conditions, in case of extreme environments such as high temperature and strong acid and alkali, some chemical bonds in the molecular structure may break or rearrange, resulting in changes in chemical properties. Therefore, when storing and using, it is necessary to properly control the environmental conditions to ensure its quality and performance.

The chemical stability of methyl-5-bromo-4-hydroxy-8-methylquinoline-2-carboxylic acid esters is related to many aspects. This compound contains functional groups such as bromine, hydroxyl, and ester groups, and the characteristics and interactions of each functional group affect its stability.
Let's talk about the bromine atom first. It has a certain activity. Although it is conjugated with the benzene ring, the C-Br bond has some double bond properties, but it can still undergo nucleophilic substitution. In case of nucleophilic reagents, such as sodium alcohol and amines, the bromine atom may be replaced, resulting in structural changes and impaired stability.
Hydroxy is also an active functional group. Its oxygen atom has a lone pair of electrons, which is weakly basic and can react with acids. And because the hydroxyl group is directly connected to the benzene ring, the electron cloud density of the benzene ring can be increased through the p-π conjugation effect, making the benzene ring more prone to electrophilic substitution reaction, or resulting in a decrease in stability.
The ester group part can undergo hydrolysis reaction under acidic or basic conditions. In acidic medium, hydrolysis is carboxylic acid and alcohol, and hydrolysis is easier under alkaline conditions, resulting in carboxylate and alcohol. In both cases, the structure of the original compound changes and the stability is reduced.
8-methyl is relatively stable, but mainly plays an electronic effect. The electron-giving effect affects the electron cloud distribution of the benzene ring, or changes the activity of other functional groups, which indirectly affects the overall stability.
In general, methyl-5-bromo-4-hydroxy-8-methylquinoline-2-carboxylic acid esters have poor chemical stability and are prone to react in different chemical environments, resulting in structural changes.

What is the price of methyl-5-bromo-4-hydroxy-8-methylquinoline-2-carboxylic acid esters in the market? This is a specific organic compound in the field of fine chemicals, and its price fluctuations are volatile and determined by many factors.
The first to bear the brunt is the difficulty of preparation. If the synthesis road is full of thorns, it needs to go through multiple steps, use rare and expensive reagents, or require extremely harsh reaction conditions, such as specific temperatures, pressures and catalysts, the cost will be high and the price will be high.
Furthermore, the state of market supply and demand has a great impact. If the demand for this compound is surging in the fields of pharmaceutical research and development, material science, etc., but the supply is like a trickle, the supply is in short supply, and the price will rise; on the contrary, if the demand is low and the supply is excessive, the price will be at risk of falling.
Again, the purity is also the key. High purity is indispensable in high-end scientific research and special industrial applications. Its preparation requires more exquisite purification skills, and the cost rises, and the price naturally rises.
In the era of "Tiangong Kaiwu", although there is no such compound, there is also a similarity between the process and the price. At that time, the porcelain making, smelting and casting industries, the process was difficult, and the product price was high. The same is true of today's methyl-5-bromo-4-hydroxy-8-methylquinoline-2-carboxylic acid esters. Due to the difference in synthesis process, market supply and demand, and purity, the price varies widely.
The price in the market varies from tens to thousands of yuan per gram. In the case of average purity, slightly easier synthesis and sufficient supply, the price per gram or tens of yuan; if the purity is extremely high, it reaches scientific research grade, or the synthesis is difficult, the price per gram can reach thousands of yuan. However, this is only an approximate number, and the actual price should be determined according to real-time market conditions.