What is the chemical structure of 6-iodoquinazolin-4 (3h) -one?
6-Iodoquinazolin-4 (3H) -one, one of the organic compounds. Its chemical structure is formed from the quinazoline parent nucleus. Quinazoline, a compound containing nitrogen heterocycles, has two nitrogen atoms in the ring system of benzopyrimidine.
In this compound, there is a carbonyl group (C = O) at the 4th position of the quinazoline ring, and an iodine atom is introduced at the 6th position to replace it. The structure of the quinazoline ring gives the compound unique physical and chemical properties. The conjugate structure of its ring system affects its electron cloud distribution and molecular stability. The presence of carbonyl groups makes them have a certain polarity and can participate in a variety of chemical reactions, such as nucleophilic addition reactions. The introduction of iodine atoms further alters the electronic and spatial effects of molecules. Iodine atoms have a large atomic radius and electronegativity, which have significant effects on the solubility, reactivity and biological activity of molecules.
Such ioquinazolinone-containing compounds have often attracted the attention of researchers in the fields of organic synthesis and medicinal chemistry. Because of their unique chemical structure, they may exhibit a variety of biological activities, such as antibacterial, anti-inflammatory, anti-tumor and other potential pharmacological properties, so they are quite valuable in the development of new drugs.
What are the main uses of 6-iodoquinazolin-4 (3h) -one?
6-Iodoquinazolin-4 (3H) -one is an organic compound with a wide range of main uses. In the field of medicinal chemistry, this compound is often used as a key intermediate and can be used to create many biologically active drugs. Because its structure contains iodine atoms and quinazolinone skeletons, it can participate in various chemical reactions to construct molecular structures with specific pharmacological activities. For example, it may be chemically modified to show affinity and inhibitory activity to specific targets, and then used to develop anti-cancer, antiviral and other drugs.
In the field of materials science, 6-iodoquinazolin-4 (3H) -one also has potential uses. Its unique molecular structure may endow materials with special optoelectronic properties. For example, it can be integrated into the organic optoelectronic material system to regulate the charge transport and luminescence characteristics of the material, which is expected to be applied to the fabrication of organic light emitting diodes (OLEDs), solar cells and other optoelectronic devices to improve device performance and efficiency.
In addition, in organic synthetic chemistry, 6-iodoquinazolin-4 (3H) -one can be used as an important block. With its activity of iodine atoms and the stability of quinazolinone rings, it participates in various coupling reactions, cyclization reactions, etc., to help synthesize complex and novel organic compounds, providing new paths and methods for the development of organic synthetic chemistry, enriching the variety and structural diversity of organic compounds.
What are the synthesis methods of 6-iodoquinazolin-4 (3h) -one?
The synthesis method of 6-iodoquinazoline-4 (3H) -one has been known for a long time. There are many methods, and they are selected and described today.
First, quinazoline-4 (3H) -one is used as the starting material and can be obtained by halogenation reaction. In a suitable solvent, such as dichloromethane and other inert solvents, add an appropriate amount of halogenating reagents, such as N-iodosuccinimide (NIS), and control the reaction temperature and time. At low temperature, the reaction proceeds smoothly, and the iodine atom can be selectively replaced in the 6-position of the quinazoline ring to form the target product. This process requires attention to the amount of halogenated reagents. Too much or too little may affect the yield and purity.
Second, aniline compounds and formamide derivatives containing suitable substituents are used as starting materials. First, the aniline derivative and the formamide derivative are cyclized under specific conditions to form the parent nucleus structure of quinazoline-4 (3H) -one. Subsequently, the obtained product is halogenated and iodine atoms are introduced. The key to this approach lies in the control of the conditions of the cyclization reaction, such as the reaction temperature and the choice of catalyst. Commonly used catalysts include acid catalysts, such as p-toluenesulfonic acid, which can effectively promote the cyclization reaction.
Third, the coupling reaction is catalyzed by transition metals. Using iodine-containing organometallic reagents and quinazoline-4 (3H) -one derivatives as raw materials, under the action of transition metal catalysts such as palladium, carbon-iodine bonds are formed to synthesize 6-iodoquinazoline-4 (3H) -one. This method requires high purity of the reaction system, and the amount and activity of the catalyst have a great influence on the reaction. At the same time, the choice of reaction solvent is also crucial, and it needs to have good compatibility with both the catalyst and the reactants to ensure the smooth progress of the reaction.
All kinds of synthesis methods have their own advantages and disadvantages. According to actual needs, we need to weigh the availability of raw materials, the difficulty of reaction, yield and purity, and choose the best one.
What are the physicochemical properties of 6-iodoquinazolin-4 (3h) -one?
6-Iodoquinazolin-4 (3H) -one is an organic compound, and its physical and chemical properties are as follows:
In terms of appearance, this compound is usually solid, and the specific color may vary depending on the purity and crystallization conditions. It is usually a white to light yellow solid powder. The powder has a fine texture and can be seen in regular or irregular crystalline forms under a microscope, which is related to its molecular arrangement and crystallization conditions.
Melting point is one of the important physical properties. The melting point of the substance is in a specific temperature range. It has been experimentally determined to be about [X] ° C. The melting point determination requires precision instruments, and the operation should be standardized to prevent errors. The melting point can help judge the purity. The melting point range of pure products is narrow, and impurities will reduce the melting point and widen the range.
Solubility is related to its ability to disperse in different solvents. In organic solvents, such as halogenated hydrocarbons such as dichloromethane and chloroform, it has a certain solubility. Because the molecular structure has similar non-polar parts to halogenated hydrocarbons, it can be dissolved according to the principle of "similar miscibility". However, in water, its solubility is extremely low. Due to its limited molecular polarity, it is difficult to form a stable dispersion system due to the weak force between the molecule and the water molecule.
Stability is also critical. 6-iodoquinazolin-4 (3H) -one molecules contain iodine atoms and quinazolinone structures. Iodine atoms are relatively active, and reactions such as substitution and dehalogenation may occur under light, high temperature or specific chemical environments. The structure of quinazolinone is relatively stable, containing conjugated systems and heterocycles, which endows the molecule with certain stability, but in case of strong acids, strong bases or strong oxidants, the structure will be destroyed.
The chemical properties of this compound are active, iodine atoms can participate in nucleophilic substitution reactions, and many nucleophilic reagents such as alcohols and amines can react with it to generate new nitrogen-containing and oxygen-containing derivatives. This property is widely used in organic synthesis, preparation of pharmaceutical intermediates, functional materials, etc. The nitrogen atom in the molecule has lone pair electrons, which are alkaline and can combine with protons to form salts under acidic conditions. This reaction is often used to regulate the solubility and reactivity of compounds.
What is the price range of 6-iodoquinazolin-4 (3h) -one in the market?
I have not obtained the exact price of 6-iodoquinazolin-4 (3h) -one on the market. This compound is not a widely used and common product, and its price varies depending on purity, source, and purchase quantity. If you buy a small amount, for laboratory use, the price of high purity is high or Ang. Due to the difficulty of preparation, or the need for special methods and raw materials, the cost increases and the price is high.
If you buy from a chemical reagent, the price is based on the commercial price. Well-known and quality-oriented merchants, the price may be high; however, competition prompts some merchants to reduce profits to expand the market. The price of large purchases may be good, and the unit cost will be reduced due to the scale effect.
To know the exact price, you can consult chemical reagent suppliers, such as Sigma-Aldrich, Alfa Aesar, etc., who can quote according to the required purity and quantity. You can also look at the chemical product trading platform to compare the prices of various vendors and get an approximate price range. The price changes at any time, subject to raw material prices, supply and demand conditions, etc., so the real-time price needs to be consulted with the supplier for details.