6 Aminoquinoline
Quinoline Thiophene Imidazole Thiazole
6-Aminoquinoline
Molecularformula C9H8N2
Molecularweight 144.173 g/mol
Appearance Yellow - brown solid
Meltingpoint 122 - 124 °C
Boilingpoint 332.7 °C at 760 mmHg
Density 1.22 g/cm³
Solubility Slightly soluble in water, soluble in organic solvents like ethanol, chloroform
Flashpoint 154.6 °C
Pka 4.8 (approximate, related to its basicity)
Stability Stable under normal conditions, but may react with strong oxidizing agents
FAQ

What are the main uses of 6-Aminoquinoline?

6-Aminoquinoline is one of the organic compounds, which has crucial uses in the fields of chemical industry, medicine, materials, etc.

In the chemical industry, it is often a key intermediate in organic synthesis. Chemists can derive many compounds with different structures through various chemical reactions. Taking nucleophilic substitution reactions as an example, the amino group of 6-aminoquinoline can interact with electrophilic reagents such as halogenated hydrocarbons to form new carbon-nitrogen bonds, and then build more complex organic molecular structures. These derived compounds are very useful in the preparation of high-performance dyes. After specific modifications, 6-aminoquinoline derivatives can exhibit excellent dyeing properties, with bright colors and good fastness. They are widely used in the textile printing and dyeing industry to add brilliant colors to fabrics.

In the field of medicine, 6-aminoquinoline and its derivatives have also attracted much attention. Numerous studies have shown that it has potential biological activity. Some 6-aminoquinoline derivatives can act on specific biological targets, such as some that can inhibit the proliferation of tumor cells and exhibit anti-tumor activity. Scientists hope to develop anti-cancer drugs with significant efficacy and less side effects by delicately modifying and optimizing their structures. At the same time, in the research and development of antibacterial drugs, 6-aminoquinoline derivatives also have the value of exploration, or can become a new type of antibacterial agent to deal with drug-resistant bacteria.

In the field of materials science, 6-aminoquinoline can participate in the creation of functional materials. For example, introducing it into polymer materials can endow materials with unique optical and electrical properties. Polymers containing 6-aminoquinoline structures may exhibit good fluorescence properties, and these fluorescent materials are very useful in the field of sensors. They can perform high-sensitivity detection of specific substances, such as in environmental monitoring, which can accurately detect the presence of pollutants and provide strong technical support for environmental protection.

What are the physical properties of 6-Aminoquinoline?

6-Aminoquinoline is one of the organic compounds. Its physical properties are quite unique. Looking at its appearance, it is often white to light yellow crystalline powder, which is slightly shiny when viewed in sunlight. Its melting point is within a certain range, about 157-160 ° C. This temperature is like a boundary marker. At this point, the state of matter gradually changes, from solid to liquid, showing the wonderful transformation of matter.

In addition, the solubility of 6-aminoquinoline also has characteristics. In water, its solubility is relatively limited, and it can only dissolve a little. Like a shy guest, it is only willing to stay in water for a while. However, in organic solvents, such as ethanol, chloroform, etc., it is more friendly and can be better dissolved in it, just like a wanderer returning home and blending into the environment.

Its density is also an important physical property, about 1.25 g/cm ³. This value represents the mass of its unit volume, so that we can know the compactness of its substance. In addition, the compound has a certain vapor pressure, although the value is very small, under certain conditions, it also affects its physical behavior, just like the forces that work silently in the microscopic world. The physical properties of 6-aminoquinoline are of critical significance for its application in chemical synthesis, drug development, and many other fields, laying an important foundation for related research and practice.

Is 6-Aminoquinoline chemically stable?

6-Aminoquinoline, or 6-aminoquinoline, is chemically stable. This is due to the special structure of the quinoline ring, which is aromatic and the conjugated system is large, which reduces the molecular energy and stabilizes the structure. The amino group is connected to the quinoline ring. Although the amino group has certain activity and can participate in many reactions, under normal conditions, 6-aminoquinoline is not easy to react spontaneously.

Under normal temperature and pressure and without special reagents or conditions, 6-aminoquinoline can be stored for a long time without significant deterioration. For example, if it is stored in a dry, cool and dark place, its chemical structure will not change significantly for months or even years.

However, when encountering specific conditions, its stability will be affected. For example, in a strong acid environment, amino groups are easily protonated, which in turn changes the molecular charge distribution and chemical activity. When encountering strong oxidizing agents, quinoline rings or amino groups may be oxidized, causing structural changes. In reaction systems with high temperatures, high pressures and catalysts, 6-aminoquinoline can also participate in various organic reactions, such as substitution reactions, addition reactions, etc. This shows that its stability is not absolute, and it will exhibit active chemical properties under specific conditions. Overall, the chemical properties of 6-aminoquinoline are relatively stable under conventional storage and general operating conditions.

What are the synthesis methods of 6-Aminoquinoline?

6-Aminoquinoline is also an organic compound. The synthesis method is mostly reported in the past literature.

One method can be obtained by nitration and reduction of quinoline. First, the quinoline is reacted with an appropriate nitrifying agent, such as a mixed acid of nitric acid and sulfuric acid, at a suitable temperature and conditions to obtain nitroquinoline. In this process, the temperature and the proportion of reagents need to be carefully adjusted to prevent side reactions from occurring. Then, the obtained nitroquinoline is reduced with a suitable reducing agent, such as iron and hydrochloric acid, hydrogen and a catalyst, etc., so that the nitro group is converted into an amino group, and then 6-aminoquinoline is obtained.

And quinoline derivatives are used as starting materials. For example, some quinolines containing specific substituents can also achieve the purpose of synthesizing 6-aminoquinoline through specific functional group conversion reactions. First, the substituents of quinoline derivatives are modified, or through nucleophilic substitution, electrophilic substitution and other reactions, suitable groups are introduced, and then converted into 6-aminoquinoline through a series of reactions. This path requires a deep understanding of the mechanism and conditions of various organic reactions in order to skillfully design the reaction route.

Furthermore, from some simple organic compounds, quinoline rings can be constructed through multi-step reactions and amino groups can be introduced. For example, using anilines and unsaturated carbonyl compounds as raw materials, through condensation, cyclization and other reactions, the quinoline ring is first formed, and then the appropriate amination reaction is carried out to obtain 6-aminoquinoline. This synthesis method has many steps, but it can be flexibly adjusted according to the availability of raw materials and the difficulty of reaction. All these synthesis methods rely on chemists' deep understanding and practical experience in organic chemistry, careful design and operation, to obtain this compound.

What are the applications of 6-Aminoquinoline?

6-Aminoquinoline is useful in various fields. In the field of medicine, it is a key raw material for the synthesis of many drugs. Due to its unique chemical structure, it can interact with specific targets in organisms, such as the creation of some antimalarial drugs. The structural characteristics of 6-aminoquinoline make it effective in interfering with the metabolic process of malaria parasites and achieving therapeutic effect.

In the field of materials science, it has also emerged. It can be used to prepare functional materials with special properties. The fluorescent materials made on its basis are widely used in the fields of fluorescent labeling and sensors due to their own structure. It can keenly sense environmental changes, such as detecting specific ions or molecules, to provide assistance for accurate analysis.

In the field of chemical analysis, 6-aminoquinoline is often used as a derivation reagent. Many compounds are easier to separate and detect after derivatization treatment. In gas chromatography and liquid chromatography analysis, with the help of its reaction with the target compound, the chromatographic behavior of the target substance is improved, the detection sensitivity and accuracy are improved, and the trace components in complex samples can also be clearly determined.

In addition, in the field of organic synthesis, 6-aminoquinoline is an important intermediate and participates in many organic reactions. With its amino and quinoline ring activities, various complex organic molecular structures can be constructed, providing an effective way for the creation of new organic compounds, which is of great significance in pharmaceutical chemistry, material chemistry and other related synthesis work.