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What is the chemical structure of 6-Cyano-4-oxo-1, 4-dihydro-quinoline-2-carboxylic acid Methyl ester?
6-Cyano-4-oxo-1,4-dihydroquinoline-2-carboxylic acid methyl ester, according to its name, it can be seen that this is an organic compound. "Cyano", represented by "-CN", is a group containing three bonds of carbon and nitrogen, with unique chemical activity. "4-oxo" means that the fourth position of the quinoline ring has a carbonyl group (C = O), which is often a key activity check point in organic reactions. "1,4-dihydro", the double bonds of the 1,4 positions of the epiquinoline ring are hydrogenated, which partially saturates it. This structural change has a great impact on the properties of the compound. " "Quinoline" is an aromatic compound with a heterocyclic nitrogen ring, and its basic structure endows this substance with specific stability and electron cloud distribution. "Methyl 2-carboxylate" shows that it has a carboxyl group (-COOH) attached to the second position of the quinoline ring, and the carboxyl group forms an ester with methanol to form a -COOCH 🥰 structure. The presence of ester groups not only affects the solubility of the compound, but also has a significant effect on its reactivity and stability. The chemical structure of this compound fuses a variety of functional groups, and each functional group affects each other, resulting in its unique physical and chemical properties, which may have potential application value in organic synthesis, medicinal chemistry and other fields.
What are the main uses of 6-Cyano-4-oxo-1, 4-dihydro-quinoline-2-carboxylic acid Methyl ester?
6-Cyano-4-oxo-1,4-dihydroquinoline-2-carboxylic acid methyl ester, which has a wide range of uses. In the field of medicinal chemistry, it is often a key intermediate for the creation of new drugs. Due to its unique chemical structure, it can be skillfully modified and transformed by organic synthesis to construct compounds with specific biological activities. Many drugs developed for specific diseases, such as tumors, inflammation, etc., are expected to obtain high-efficiency and low-toxicity therapeutic drugs based on this compound.
In the field of materials science, it may be involved in the preparation of functional materials. With its chemical properties, it can impart specific optical, electrical or mechanical properties to materials. For example, in the synthesis of some organic optoelectronic materials, the introduction of this structural unit may improve the charge transport performance and luminous efficiency of the material, and contribute to the development of new optoelectronic devices, such as organic Light Emitting Diodes (OLEDs) and solar cells.
Furthermore, in the field of organic synthetic chemistry, it is also an important synthetic building block. Chemists can use various reactions, such as nucleophilic substitution, cyclization reactions, etc., as the starting material to construct more complex and diverse organic compounds, expand the structure library of organic compounds, and provide a rich material basis and diverse synthesis strategies for the development of organic synthetic chemistry.
What is the synthesis method of 6-Cyano-4-oxo-1, 4-dihydro-quinoline-2-carboxylic acid Methyl ester?
The method for the synthesis of 6-cyano-4-oxo-1,4-dihydroquinoline-2-carboxylic acid methyl ester is as follows:
The method of the past follows the path of classical organic synthesis. First, a suitable quinoline derivative is used as the base, and its structure needs to have a modifiable check point to facilitate subsequent reactions. First, take the quinoline containing the appropriate substituent, and under specific reaction conditions, introduce the cyano group. The introduction of the cyano group is often carried out in an organic solvent catalyzed by a base. The base can promote the reaction between the reagent and the substrate, so that the cyano group can be successfully connected to the specific position of the quinoline ring.
Next, the 4-oxo-1,4-dihydro structure is constructed in the molecule. This step involves an ingenious combination of reduction and oxidation reactions. Or the quinoline ring is partially reduced to obtain the 1,4-dihydroquinoline intermediate. The reducing agent used is sodium borohydride, etc. The reaction conditions are mild and the degree of reduction can be precisely controlled. Then, by means of oxidation, the carbonyl group is introduced at the 4 position to form the 4-oxo structure. The oxidizing agent used, such as active manganese dioxide, can be selectively oxidized to the desired carbonyl group.
As for the construction of methyl 2-carboxylate, the corresponding carboxylic acid or its derivative is often used as the starting point. If it is a carboxylic acid, it can be esterified with methanol under the catalysis of acid. Acids such as concentrated sulfuric acid can catalyze the dehydration and condensation of carboxylic acid and methanol to obtain the target methyl ester structure. If carboxylic acid derivatives, such as acyl chloride, are replaced, the reaction with methanol is easier, without strong acid catalysis, and can be carried out faster at room temperature to obtain 2-carboxylic acid methyl ester moiety.
After this series of reactions, each step is carefully operated, and attention is paid to the control of reaction conditions, such as temperature, pH, reaction time, etc., so that the reaction of each step is smooth, and finally 6-cyano-4-oxo-1,4-dihydroquinoline-2-carboxylic acid methyl ester can be obtained.
What are the physical and chemical properties of 6-Cyano-4-oxo-1, 4-dihydro-quinoline-2-carboxylic acid Methyl ester?
6-Cyano-4-oxo-1,4-dihydroquinoline-2-carboxylic acid methyl ester, this is an organic compound. Its physical and chemical properties are unique, and its detailed investigation is of great significance in organic synthesis, medicinal chemistry and other fields.
Looking at its physical properties, it may be a solid under normal conditions, because this class of compounds containing cyanide groups, ester groups and quinoline structures have high melting points and boiling points. Due to the presence of hydrogen bonds and van der Waals forces between molecules, its aggregated state is stable. However, its exact melting point and boiling point need to be accurately determined by experiments. < Br >
In terms of solubility, because it contains polar cyanyl groups, ester groups and non-polar quinoline rings, it may have better solubility in polar organic solvents such as dimethyl sulfoxide, N, N-dimethylformamide. Because polar solvents and polar groups of compounds can form hydrogen bonds or dipole-dipole interactions to improve solubility. In non-polar solvents such as n-hexane, solubility may be poor, because non-polar solvents interact weakly with non-polar parts of molecules.
In terms of chemical properties, cyanyl groups have high activity and can participate in many reactions. If under suitable conditions, it can be hydrolyzed to carboxyl groups, and this reaction can occur in acidic or alkaline environments. Under alkaline conditions, the cyanyl group is first reacted with hydroxide ions, converted into carboxylic salts through a series of intermediates, and then acidified to obtain carboxylic acids.
Ester groups are also reactive and can undergo reactions such as hydrolysis, alcoholysis and aminolysis. The hydrolysis reaction can be carried out in acidic or basic media. Acidic hydrolysis is a reversible reaction to form carboxylic acids and alcohols; basic hydrolysis is more thorough to form carboxylic salts and alcohols. Alcoholysis reactions can react with different alcohols under acid or base catalysis to form new esters. Ammonolysis reactions can form amides.
The 4-oxo-1,4-dihydroquinoline part, whose double bond can participate in the addition reaction, is affected by the adjacent carbonyl groups, and the electron cloud distribution is unique, so that the double bond has specific reactivity, or can be added with electrophilic reagents or nucleophiles, providing a variety of paths for organic synthesis.
In summary, 6-cyano-4-oxo-1,4-dihydroquinoline-2-carboxylic acid methyl ester has rich physical and chemical properties, laying a solid foundation for applications in organic synthesis and other fields.
What is the price range of 6-Cyano-4-oxo-1, 4-dihydro-quinoline-2-carboxylic acid Methyl ester in the market?
6-Cyano-4-oxo-1,4-dihydroquinoline-2-carboxylic acid methyl ester, the price of this compound in the market is difficult to determine. Because the market situation is changeable, its price often fluctuates due to factors such as quality, change in demand and supply, and simplicity of production.
In the past, the price of chemical products was often high if they were of high quality; and when the quantity was wide and thin, the price also declined. If the preparation of this substance is simple and the production is abundant, the price will be close to the people; on the contrary, if the preparation is complicated, rare materials are required, and the production is not easy, the price will be high.
However, we do not know the exact price of 6-cyano-4-oxo-1,4-dihydroquinoline-2-carboxylic acid methyl ester in the current market. For details, it is recommended to consult the chemical material supplier or visit the chemical trading platform to check the real-time price.