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What is the chemical structure of 6-bromo-4H-furo [3,2-b] pyrrole-5-carboxylic acid?
6-Bromo-4H-furo [3,2-b] pyrrole-5-carboxylic acid, one of the organic compounds. Its chemical structure is composed of the parent nuclear structure of furan-pyrrole, with a specific atomic connection method.
In this compound, the furan ring fuses with the pyrrole ring to form the structure of furan-pyrrole. On the parent nuclear structure, there is a bromine atom at the 6th position, which is connected to the carbon atom on the ring by a covalent bond. The chemical properties of bromine are active and affect the reactivity of the compound. At the 5th position, there is a carboxyl group (-COOH), which is acidic and can participate in many chemical reactions, such as esterification and salt formation reactions.
The atoms of the whole molecule are connected to each other through covalent bonds to form a specific spatial configuration. The bonding mode between atoms and the distribution of electron clouds determine its chemical and physical properties. The structural properties of this compound make it potentially useful in organic synthesis, pharmaceutical chemistry and other fields, or can be used as an intermediate for the synthesis of more complex organic compounds, or exhibit unique biological activities in drug development.
What are the common synthesis methods of 6-bromo-4H-furo [3,2-b] pyrrole-5-carboxylic acid?
6 - bromo - 4H - furo [3,2 - b] pyrrole - 5 - carboxylic acid is an important organic compound, and the synthesis methods are diverse. The following are common ones:
First, the compound containing furan and pyrrole structures is used as the starting material. Appropriate substituted furan derivatives can be taken first and halogenated to introduce bromine atoms into specific positions. This halogenation step requires careful selection of halogenated reagents, such as N - bromosuccinimide (NBS), according to the characteristics of the reactants and reaction conditions. Reaction with suitable solvents and temperatures can make bromine atoms substituted at the expected check point. Subsequently, the pyrrole ring is constructed through a series of reactions, and carboxyl groups are introduced at the same time. The process of constructing pyrrole rings, or involving reactions such as nucleophilic substitution and cyclization condensation, often requires the help of suitable catalysts and specific reaction environments to improve the reaction efficiency and selectivity.
Second, the strategy of gradually constructing the ring system is adopted. Intermediates containing partial structures are first prepared, such as the synthesis of furan-2-carboxylic acid derivatives with bromine atoms, and then reacted with nitrogen-containing reagents to construct pyrrole rings. The reaction to construct the pyrrole ring may be a condensation reaction, such as the reaction of ammonia or amine compounds with appropriate carbonyl compounds under suitable conditions. After multi-step conversion, the furanopyrrole structure of the target product is finally formed, and the carboxyl group is introduced at a suitable stage. The introduction of carboxyl groups can be achieved by classical methods such as nitrile hydrolysis, Grignard reagent and carbon dioxide reaction.
Third, the reaction catalyzed by transition metals. Coupling reactions catalyzed by transition metal catalysts, such as palladium and copper, can effectively connect different structural fragments. Substrates containing bromine, furan and potential reaction check points are first synthesized, and then coupled with reagents containing pyrrole structure fragments or pyrrole rings can be constructed under transition metal catalysis. This process requires precise control of reaction conditions, including catalyst dosage, ligand selection, base type and dosage, etc., to ensure the smooth progress of the reaction and obtain high yield and high selectivity products. After the reaction is completed, after appropriate post-treatment and functional group conversion, carboxylic groups are introduced and modified to obtain 6-bromo-4H-furo [3,2-b] pyrrole-5-carboxylic acid.
Where is 6-bromo-4H-furo [3,2-b] pyrrole-5-carboxylic acid used?
6-Bromo-4H-furano [3,2-b] pyrrole-5-carboxylic acid is used in various fields such as medicine and materials.
In the field of medicine, it is often a key intermediate in organic synthesis, used to create new drugs. The compound has a unique chemical structure and activity, or can play a role in targeting specific disease targets. Taking the development of anti-tumor drugs as an example, researchers hope to obtain highly selective and active anti-cancer drugs by modifying their structures. Many studies have shown that compounds containing structures similar to furano-pyrrole have significant inhibitory effects on the proliferation of cancer cells.
In the field of materials, 6-bromo-4H-furano [3,2-b] pyrrole-5-carboxylic acid also has outstanding performance. First, in organic photoelectric materials, it can be reasonably designed to be connected with other conjugated structures to construct materials with excellent photoelectric properties, which can be used in organic Light Emitting Diode (OLED), organic solar cells and other devices to improve their photoelectric conversion efficiency and stability. Second, in the field of polymer materials, it can participate in the polymerization reaction as a functional monomer, giving polymer materials special properties, such as improving the solubility, thermal stability and mechanical properties of materials. In addition, in the field of fine chemicals, it is also used as an important raw material for the synthesis of fine chemicals such as special dyes and fragrances, adding unique properties and characteristics to products.
What are the physicochemical properties of 6-bromo-4H-furo [3,2-b] pyrrole-5-carboxylic acid?
6-Bromo-4H-furo [3,2-b] pyrrole-5-carboxylic acid is an organic compound. It is solid and usually stable at room temperature and pressure. Its melting point and decomposition temperature vary depending on the degree of preparation and purification, but most of them are within a specific temperature range.
From the perspective of solubility, its solubility in organic solvents varies greatly. In polar organic solvents, such as dimethyl sulfoxide (DMSO) and N, N-dimethylformamide (DMF), it has good solubility, because hydrogen bonds or other intermolecular forces can be formed between molecules and solvents to help them disperse and dissolve. However, in non-polar organic solvents, such as hexane and toluene, the solubility is not good. Due to the mismatch between molecular polarity and non-polar solvents, the intermolecular force is difficult to overcome the attractive force between solute molecules.
Chemically, bromine atoms in molecules are highly active and can participate in nucleophilic substitution reactions. Nucleophilic agents can attack bromine atoms to connect to carbon atoms, causing bromine ions to leave and form new organic compounds. The carboxyl group is acidic and can neutralize with bases to form corresponding carboxylate. At the same time, the carboxyl group can also participate in the esterification reaction, and react with alcohol under acid catalysis to form esters. In addition, the fused ring structure of furan and pyrrole endows it with certain aromaticity, making it capable of electrophilic substitution reaction, but the reaction check point and activity are affected by the electronic effects of other substituents.
What is the market outlook for 6-bromo-4H-furo [3,2-b] pyrrole-5-carboxylic acid?
6 - bromo - 4H - furo [3,2 - b] pyrrole - 5 - carboxylic acid is one of the organic compounds. Its market prospect, in today's world, science and technology are prosperous, and the fields of medicine and chemical industry are developing rapidly, and this compound has also emerged in the meantime.
Looking at the field of medicine, it may be a key intermediate for the creation of new drugs. Due to its unique molecular structure, it can be synthesized by organic synthesis and delicately transformed to fit with biological activity targets. Such as the development of targeted drugs for specific diseases, using it as a starting material, through multi-step reactions, to shape active substances that interact with diseased cells, so there is great potential in the development of new drugs, and the market demand may increase with the tide of pharmaceutical innovation.
In the chemical industry, coatings, plastics and other industries may also need it. It can be used to improve the properties of materials, such as giving materials a specific color, stability or reactivity. With the improvement of chemical product quality requirements, the demand for compounds with special structures and properties is increasing. 6-bromo-4H-furo [3,2-b] pyrrole-5-carboxylic acid may find a place in the field of chemical material modification due to its unique structure.
However, its market prospects are not without challenges. The process of synthesizing this compound may be complicated and costly. If you want to popularize and apply it on a large scale, you need to optimize the synthesis process, reduce costs and increase efficiency in order to win the favor of the market. And the competition of similar compounds is also fierce, and it must highlight its own characteristics and advantages in order to gain a share in the market. Even if there are challenges, opportunities coexist. With time, through the study of science and technology and the advancement of the industry, it will be able to expand the market and contribute to the development of pharmaceutical chemical industry.