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What are the chemical properties of Quinazoline, 2,4-dichloro-7-iodo-?
2% 2C4-dichloro-7-iodoquinazoline is an organic compound. Looking at its structure, the core structure of quinazoline is aromatic, giving this compound a certain stability.
In terms of physical properties, it is usually a solid due to intermolecular forces. However, its exact melting point and boiling point still depend on experimental determination. Because its structure contains halogen atoms, or it has certain solubility in organic solvents, such as dichloromethane, chloroform, etc., because halogen atoms and organic solvent molecules can form van der Waals forces.
When it comes to chemical properties, the reactivity of this compound is very interesting. The chlorine atom at position 2 and 4 and the iodine atom at position 7 are all active check points. Chlorine atoms can participate in nucleophilic substitution reactions due to electronegativity differences. Nucleophilic reagents such as alkoxides and amines can attack the carbon atoms connected to the chlorine atoms and replace the chlorine atoms to form new compounds. Although the electronegativity of iodine atom at position 7 is weaker than that of chlorine, its atomic radius is large, and the formed C-I bond energy is relatively small, and it is also prone to substitution reactions. Compared with chlorine atoms, iodine atoms are more active in some reactions because of their greater tendency to leave.
The nitrogen atom of the quinazoline ring has a lone pair of electrons, which can be used as a Lewis base to react with Lewis acid, or in an electrophilic substitution reaction, which affects the electron cloud density distribution on the benzene ring, and then affects the selectivity of the reaction check point. This compound may participate in the cyclization reaction and construct a more complex ring structure through the reaction within the molecule, providing rich possibilities for organic synthesis.
What are the common uses of Quinazoline, 2,4-dichloro-7-iodo-?
2% 2C4-dichloro-7-iodoquinazoline is an important organic compound that is widely used in many fields. The common preparation routes are as follows:
1. ** Halogenation reaction **: Using quinazoline as the starting material, chlorine atoms and iodine atoms can be introduced by halogenation reaction. For example, quinazoline is placed in a suitable solvent, and under the action of a catalyst, it can react with chlorine gas to introduce chlorine atoms at the 2nd and 4th positions to generate 2,4-dichloroquinazoline. Then, using a suitable iodine substitution reagent, such as iodine elemental substance combined with an appropriate oxidizing agent, under specific reaction conditions, iodine atoms can be introduced at 7 positions, resulting in 2,4-dichloro-7-iodoquinazoline. This path step is relatively clear, but it is necessary to precisely control the reaction conditions to ensure the precise introduction of halogen atoms into the predetermined position, while avoiding side reactions such as excessive halogenation.
2. ** Construction of quinazoline ring method **: Start with the construction of quinazoline ring. First, the quinazoline ring structure is constructed by a series of reactions such as condensation and cyclization using suitable organic compounds such as nitrogen and carbonyl groups as raw materials. For example, using anthranilic acid derivatives and formamide derivatives as starting materials, quinazolinone intermediates are formed by condensation reaction, and then the intermediates are halogenated. Chlorine atoms can be introduced by halogenation, and then iodine atoms can be introduced by iodine reaction to obtain the target product. The advantage of this path is that the raw materials can be flexibly selected when constructing quinazoline rings to optimize the structure of the product. However, the reaction steps are relatively complicated, and each step needs to be carefully regulated to improve the yield and purity.
3. ** Palladium-catalyzed cross-coupling reaction **: Under the action of palladium catalysts, cross-coupling of halogenated aromatics with organometallic reagents can be realized. If there are already 2,4-dichloroquinazoline derivatives, they can be reacted with iodine substitutes in a suitable solvent in the presence of palladium catalysts, ligands and bases to achieve the introduction of 7-position iodine atoms. This method has the advantages of high reaction selectivity and relatively mild conditions, which can effectively avoid excessive effects on other functional groups. However, palladium catalysts are expensive and increase costs to a certain extent.
In short, the preparation of 2% 2C4-dichloro-7-ioquinazoline needs to be based on actual needs, and various factors such as raw material availability, cost, reaction conditions and yield should be considered comprehensively, and a suitable preparation method should be reasonably selected.
What is the synthesis method of Quinazoline, 2,4-dichloro-7-iodo-
To prepare 2,4-dichloro-7-iodoquinazoline, the method is as follows:
First, appropriate starting materials are taken, preferably based on nitrogen-containing heterocyclic compounds, or analogues with quinazoline parent nuclei are selected. In a suitable reaction vessel, control the appropriate temperature and pressure environment.
One method can first introduce chlorine atoms. The starting materials are placed in the reaction system of chlorine-containing reagents, such as chlorinated agents such as phosphorus oxychloride, in a suitable solvent, such as dichloromethane or chloroform, heated and stirred to selectively replace chlorine atoms in the 2 and 4 positions of quinazoline parent nuclei. This step requires attention to the reaction process, which can be monitored by thin-layer chromatography. When the reaction is complete, the 2,4-dichloroquinazoline intermediate is obtained after conventional post-treatment operations such as extraction, washing, and drying.
Then iodine atoms are introduced. The obtained 2,4-dichloroquinazoline intermediate is combined with an iodine substitution reagent, such as potassium iodide and an appropriate oxidant (such as hydrogen peroxide or periodate, etc.), and reacts in a suitable polar solvent (such as N, N-dimethylformamide). Control the reaction conditions and the temperature should not be too high to prevent side reactions from breeding. After the reaction is completed, the product is purified by column chromatography and other means, and finally obtained 2,4-dichloro-7-iodoquinazoline. Each step of the reaction needs to be carefully regulated, paying attention to the dosage of reagents, reaction time and conditions, in order to obtain the target product with higher yield and purity.
Where is Quinazoline, 2,4-dichloro-7-iodo- used?
The author of "Tiangong Kaiwu" was written by the sage Song Yingxing, and recorded all kinds of skills and products. However, the "2,4-dichloro-7-iodoquinazoline" mentioned today was not mentioned in "Tiangong Kaiwu" at that time. This compound is widely used in this world.
First, in the field of medicine, it is a key intermediate for the creation of new drugs. For example, the development of new antimalarial drugs, malaria is a disease that ravages humans. The unique structure of 2,4-dichloro-7-iodoquinazoline can be cleverly modified to make the drug more affinity and inhibitory to malaria parasites, helping humans overcome this stubborn disease.
Second, in materials science, it involves the development of organic optoelectronic materials. Organic Light Emitting Diode (OLED) displays are on the rise, and 2,4-dichloro-7-iodoquinazoline can optimize the electrical and optical properties of materials, making the display screen have higher luminous efficiency, brighter colors, and longer lifespan. It is of great significance for the upgrade of electronic display products.
Third, the field of pesticide chemistry may become the cornerstone of the creation of new and efficient pesticides. Selective toxicity to specific pests, can accurately kill pests, and is environmentally friendly, with less residues. It helps green agricultural development, protects crops, and protects ecological balance. Although this object is not contained in "Tiangong Kaiwu", its function in various fields today is the fruit of scientific and technological progress and benefits mankind.
What is the market outlook for Quinazoline, 2,4-dichloro-7-iodo-?
Nowadays, there are compounds named 2,4-dichloro-7-ioquinazoline, and I will tell you about the prospects for its market.
This substance has a research value in the field of chemical synthesis. Due to its special properties, it can provide a new way for synthesis. In the field of chemical research, it may be used for research in chemical compounds. With its atomic activity, it can be poly-chemical, other functional phases, and biological active molecules. If its properties can be effectively utilized, it may give rise to new compounds, so there may be some potential in the market.
Furthermore, in the field of materials, 2,4-dichloro-7-ioquinazoline can also be explored. It can affect the quality and light properties of materials. If it is well researched, it can be used in special functional materials, such as light materials. However, its market development is not limited, and there are many challenges. The work of synthesizing this compound may need to be refined in order to reduce costs and improve efficiency. And it is necessary to study its properties and application in depth in order to obtain the green of the market. In addition, 2,4-dichloro-7-ioquinazoline has prospects, but if it is to be widely used in the market, more efforts are needed.
