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What is the chemical structure of 4-bromothieno [2,3-c] pyridine-2-carboxylic acid?
The chemical structure of 4-bromothiopheno [2,3-c] pyridine-2-carboxylic acid is an important research object in the field of organic chemistry. In this compound structure, the thiopheno [2,3-c] pyridine ring is its core structure. The thiophene ring fuses with the pyridine ring in a specific way to form a unique fused ring system.
At the 4th position of the thiopheno [2,3-c] pyridine ring, there is a bromine atom connected. The bromine atom has a certain electronegativity, and its existence has a great influence on the electron cloud distribution and chemical properties of the compound. Due to its electron-absorbing effect, it can change the electron cloud density of the surrounding atoms, which in turn affects the reactivity and selectivity of the compound. < Br >
And the carboxyl group connected at the 2 position is also a key functional group. The carboxyl group is acidic and can participate in many chemical reactions, such as salt formation reactions, esterification reactions, etc. The existence of the carboxyl group makes the compound both acidic and nucleophilic, and can react with a variety of reagents, greatly enriching its chemical properties and reaction pathways.
The chemical structure of this compound is unique, and the interaction of various parts endows it with diverse chemical properties and potential application value. It may be of great significance in the fields of organic synthesis, medicinal chemistry, etc.
What are the common synthesis methods of 4-bromothieno [2,3-c] pyridine-2-carboxylic acid?
In the synthesis of 4-bromothieno [2,3-c] pyridine-2-carboxylic acid, there are three common methods.
First, thieno [2,3-c] pyridine-2-carboxylic acid is used as the beginning and obtained by bromination. In this method, it is very important to choose suitable brominating agents, such as bromine, N-bromosuccinimide (NBS), etc. If bromine is used, the substrate is dissolved in a suitable solvent, such as dichloromethane, chloroform, etc., bromine is slowly added dropwise at low temperature and in the presence of catalysts, such as iron powder, iron tribromide, etc. After the reaction is completed, the product is purified by extraction, washing, drying, column chromatography and other steps. If NBS is used, the reaction conditions are relatively mild, and the reaction can be heated in an inert solvent in the presence of an initiator, such as benzoyl peroxide, and the subsequent treatment is similar to the bromine method.
Second, thiophene derivatives containing bromine and pyridine derivatives are used as raw materials and prepared by cyclization. First, under the action of strong bases such as sodium hydride and potassium tert-butyl alcohol, bromothiophene derivatives and pyridine derivatives are used in aprotic solvents such as N, N-dimethylformamide (DMF) and dimethyl sulfoxide (DMSO) to form carbon negative ions, and then intra-molecular cyclization occurs. This reaction requires precise control of the reaction temperature and time, and the choice and proportion of raw materials also have a great influence on the reaction. After the reaction, the product is separated and purified by recrystallization, column chromatography and other means.
Third, halogenated pyridine is used as the raw material, and it is condensed and re-cyclized with thiophene derivatives. Under the action of metal catalysts such as palladium catalysts, halogenated pyridine and thiophene derivatives undergo condensation reactions in suitable solvents in the presence of ligands to form intermediate products. Then, the intermediate products are cyclized under acidic or basic conditions to obtain the target product 4-bromothiopheno [2,3-c] pyridine-2-carboxylic acid. The post-reaction process also requires extraction, washing, drying, column chromatography or recrystallization to obtain purified products.
Where is 4-bromothieno [2,3-c] pyridine-2-carboxylic acid used?
4-Bromothiopheno [2,3-c] pyridine-2-carboxylic acid is useful in various fields. In the field of pharmaceutical creation, it can be a key raw material for the synthesis of specific drugs. Due to its unique chemical structure, it imparts specific biological activities to compounds, which can be used to develop therapeutic drugs for specific diseases, such as antimalarial, antibacterial, and anti-tumor genera.
In the field of materials science, it may be used as the basis for constructing novel organic materials. After ingenious chemical modification, materials with special photoelectric properties can be prepared, which can be applied to organic Light Emitting Diode (OLED), solar cells and other devices to improve their performance and efficiency.
In the field of pesticide development, 4-bromothiopheno [2,3-c] pyridine-2-carboxylic acid also has a place. It can be derived from high-efficiency and low-toxicity pesticides, which are used to kill pests, control diseases, protect the growth of crops, and maintain agricultural harvests.
In the field of chemical research, this compound can be used as a model molecule to help researchers explore reaction mechanisms, expand synthesis methods, and contribute to the development of organic chemistry. Therefore, 4-bromothiopheno [2,3-c] pyridine-2-carboxylic acids have important application value in many fields such as medicine, materials, pesticides and chemical research, and the prospect is quite broad.
What are the physical properties of 4-bromothieno [2,3-c] pyridine-2-carboxylic acid?
4-Bromothiopheno [2,3-c] pyridine-2-carboxylic acid, this is an organic compound. Looking at its structure, it contains a thiopheno-pyridine parent nucleus, and is connected to a bromine atom at the 4th position and a carboxyl group at the 2nd position.
Its physical properties, usually solid at room temperature, have a certain melting point due to intramolecular hydrogen bonds and van der Waals forces. However, the melting point value needs to be determined accurately by experiments, and there may be differences in different literatures. Its solubility, because the carboxyl group is hydrophilic, may have a certain solubility in polar solvents such as methanol, ethanol, and water (partially ionized and soluble due to acidity); while the hydrophobicity of bromine atoms and thiophenopyridine parent nuclei, and its solubility in non-polar solvents such as n-hexane and benzene is limited.
In addition, due to the carboxyl group, the compound can react with bases to form salts, which affects its existence and solubility in different pH environments. In addition, due to the activity of bromine atoms, it can participate in a variety of organic reactions, which also has potential effects on its physical properties, such as affecting intermolecular forces, which in turn affect melting points, boiling points, etc.
What are the chemical properties of 4-bromothieno [2,3-c] pyridine-2-carboxylic acid?
4-Bromothiopheno [2,3-c] pyridine-2-carboxylic acid, this is an organic compound. Its chemical properties are unique, let me explain in detail for you.
Let's talk about its acidity first, because it contains carboxyl groups (-COOH), it is acidic and can neutralize with bases. For example, when it encounters sodium hydroxide (NaOH), the hydrogen atom in the carboxyl group will combine with hydroxide ions (OH) to form water and become a carboxylate itself. This is a typical reaction of organic acids, just like "yin and yang phases", acid and base interact to achieve a new equilibrium.
Furthermore, its bromine atom (-Br) is also an active check point. The bromine atom can participate in the substitution reaction. If a nucleophilic reagent is close, the bromine atom may be replaced by a nucleophilic reagent. If it is replaced by a hydroxyl group (-OH) under suitable conditions, a new compound containing hydroxyl groups will be formed, which is like "dove occupies the magpie's nest". The nucleophilic reagent replaces the bromine atom with its own characteristics.
The fused ring structure of thiophenopyridine endows the compound with a certain conjugate system, which affects the distribution of its electron cloud, and then affects its chemical properties. The conjugate system delocalizes the electrons and enhances the stability of the compound. It is like everyone working together to gather strength and build a stable state together. < Br >
At the same time, this compound can be used as a key intermediate in the field of organic synthesis, and can be converted into a compound with more complex structure and unique function through a series of chemical reactions.
This compound exhibits acidic, halogen atom activity and conjugate system-related properties due to its unique chemical structure, and may have important application value in the field of organic chemistry.