Chemical Formula | C8H10ClF2N |
Molar Mass | 193.625 g/mol |
Physical State At Room Temp | Unknown |
Solubility In Water | Unknown |
Solubility In Organic Solvents | Unknown |
Chemical Name | N-[(6-chloropyridin-3-yl)methyl]-2,2-difluoroethanamine |
Molecular Formula | C8H10ClF2N |
Molecular Weight | 193.625 |
Appearance | Typically a colorless to pale - yellow liquid (general for such amines) |
Boiling Point | Estimated based on similar compounds, around 200 - 230 °C under normal pressure |
Solubility | Soluble in organic solvents like dichloromethane, ethyl acetate; less soluble in water |
Pka | The amine group gives it a basic pKa value, around 9 - 10 for the conjugate acid |
Density | Estimated around 1.2 - 1.3 g/cm³ |
Flash Point | Calculated flash point might be around 80 - 100 °C |
Chemical Formula | C8H10ClF2N2 |
Molecular Weight | 208.63 |
Chemical Formula | C8H10ClF2N2 |
Molar Mass | 208.63 g/mol |
Appearance | Unknown (usually a solid or liquid depending on conditions) |
Physical State At Room Temp | Unknown |
Boiling Point | Unknown |
Melting Point | Unknown |
Solubility In Water | Unknown |
Solubility In Organic Solvents | Unknown |
Density | Unknown |
Vapor Pressure | Unknown |
Acidity Pka | Unknown |
Basicity Pkb | Unknown |
Flash Point | Unknown |
Refractive Index | Unknown |
Chemical Formula | C8H10ClF2N2 |
Molecular Weight | 206.63 |
What are the chemical properties of N- [ (6-chloropyridine-3-yl) methyl] -2,2-difluoroethylamine
In this compound, (6-cyanopyridine-3-yl) methyl is a specific substituent, and 2,2-difluoroacetamide is another part of the structure. Its chemical properties are as follows:
From the cyanyl group in the structure, it has certain reactivity. Cyanyl groups can undergo hydrolysis. Under acidic or basic conditions, cyanyl groups are gradually converted into carboxyl groups to generate corresponding carboxylic acids. For example, under dilute sulfuric acid heating conditions, it can be hydrolyzed into amides, and further hydrolysis produces carboxylic acids and ammonia.
Difluoroacetamide part, due to the large electronegativity of fluorine atoms, makes the group have a unique electronic effect. It can enhance the stability of molecules and affect the polarity of molecules. At the same time, amide groups can undergo a variety of reactions, such as reacting with nucleophiles, amino groups can be replaced; hydrolysis can also occur under acidic or basic conditions, basic hydrolysis to form carboxylic salts and ammonia, and acidic hydrolysis to form carboxylic acids and ammonium salts.
In addition, the pyridine ring in this compound has aromatic properties and can undergo electrophilic substitution reactions, such as halogenation, nitrification, sulfonation and other reactions. The reaction check point is mainly at the β position of the pyridine ring (relative to the nitrogen atom). Due to the electron-withdrawing action of the nitrogen atom, the electron cloud density of the β position is relatively high, and it is easier to be attacked by electrophilic reagents. Its methyl group is connected to the pyridine ring, and α-hydrogen has a certain activity. Under appropriate conditions, substitution reactions
What are the synthesis methods of N- [ (6-chloropyridine-3-yl) methyl] -2,2-difluoroethylamine
The method of synthesizing N - [ (6-methoxy-3-pyridyl) methyl] -2, 2-difluoroacetamide is involved in the field of organic synthesis. The methods vary, and each has its advantages and disadvantages, depending on factors such as raw material availability, reaction conditions, yield and purity. This paper imitates the text of "Tiangong Kaiwu" and describes its common method.
First, 6-methoxy-3-pyridyl formaldehyde is used as the beginning, and 6-methoxy-3-pyridyl methanol is reduced to 6-methoxy-3-pyridyl methanol, then halogenated, and then reacted with 2,2-difluoroacetamide. The text says: "Take 6-methoxy-3-pyridine formaldehyde, take an appropriate reducing agent, such as sodium borohydride, in an alcohol solvent, stir gently to reduce the aldehyde group to a hydroxyl group, and obtain 6-methoxy-3-pyridine methanol. Following a halogenating agent, such as thionyl chloride, at a suitable temperature, the hydroxyl is halogenated to obtain 6-methoxy-3-pyridine methane. After reaction with 2,2-difluoroacetamide, catalyzed by a base, in an organic solvent, heated, separated and purified, N - [ (6-methoxy-3-pyridyl) methyl] -2-difluoroacetamide can be obtained. "
Second, 6-methoxy-3-pyridyl methyl halide is reacted with the sodium salt of 2,2-difluoroacetamide. 6-methoxy-3-pyridyl methyl halide is first prepared, and then 2,2-difluoroacetamide is reacted with a base to form a sodium salt, and the two react in a solvent. For example: "Using 6-methoxy-3-pyridine as a group, through the action of halogenating reagents, 6-methoxy-3-pyridine methyl halide is obtained. Take another 2,2-difluoroacetamide, dissolve it in a suitable solvent, add a base, such as sodium hydride, to prepare its sodium salt. Mix the two, react at an appropriate temperature, and after post-treatment, the target product is also obtained."
Third, the coupling reaction is catalyzed by transition metals. The reaction of 6-methoxy-3-pyridyl boric acid (or borate) with 2,2-difluoroacetamide halogen in a solvent in the presence of transition metal catalysts, such as palladium catalysts, ligands and bases. Wen Yun: "Preparation of 6-methoxy-3-pyridyl boric acid (or borate) and 2,2-difluoroacetamide halogen, plus palladium catalyst, ligand and base in organic solvent, temperature-controlled reaction. After separation and purification, the synthesis of N - [ (6-methoxy-3-pyridyl) methyl] -2,2-difluoroacetamide can be achieved."
In which fields is N- [ (6-chloropyridine-3-yl) methyl] -2,2-difluoroethylamine used?
N- [ (6-cyanopyridine-3-yl) methyl] -2,2-difluoroacetamide has many applications in medicine, pesticides and other fields.
In the field of medicine, due to its unique chemical structure, it can be used as a key intermediate for the synthesis of specific targeted drugs. In the development of some inhibitors of abnormal signaling pathways in tumor cells, the structure of this compound can precisely connect to relevant targets. By modifying and modifying the pyridine ring and cyano and fluorine atoms, the affinity and pharmacokinetic properties of drugs and targets can be adjusted, which can help develop high-efficiency and low-toxicity anti-cancer drugs.
In the field of pesticides, N - [ (6-cyanopyridine-3-yl) methyl] -2,2-difluoroacetamide can be used as an active ingredient in the preparation of insecticides and fungicides. The pyridine ring and fluorine atoms endow it with good biological activity and stability, which can effectively inhibit specific physiological processes of pests or pathogens. For example, it acts on the insect nervous system or fungal cell wall synthesis-related enzymes, interferes with their normal growth and reproduction, realizes pest control, and is relatively friendly to the environment, which meets the needs of modern green pesticide development.
What is the market outlook for N- [ (6-chloropyridine-3-yl) methyl] -2,2-difluoroethylamine?
There are currently N - [ (6-cyanopyridine-3-yl) methyl] -2,2-difluoroacetamide, and its market prospects are as follows:
N - [ (6-cyanopyridine-3-yl) methyl] -2,2-difluoroacetamide has high potential in the field of pesticides. In current agricultural production, the demand for efficient, low-toxicity and environmentally friendly pesticides is increasing day by day. This compound may exhibit excellent insecticidal and bactericidal activities due to its unique chemical structure. For example, it may have a specific mechanism of action on some common crop pests, such as aphids and planthoppers, which can precisely attack pests and reduce the impact on beneficial insects and the environment. Therefore, it has broad development space in the creation of new pesticides.
In the field of medicine, fluorine-containing and pyridine-structured compounds often have good biological activity and pharmacokinetic properties. The structure of N - [ (6-cyanopyridine-3-yl) methyl] -2-difluoroacetamide contains cyano, pyridine and difluoroacetyl groups. The combination of these groups may endow it with specific pharmacological activities, such as anti-tumor, anti-virus, etc. After in-depth research and experiments, researchers are expected to explore new uses in the field of medicine and provide new opportunities for innovative drug research and development.
However, its market prospects also face challenges. On the one hand, new compounds need to go through a long process from research and development to commercial application, covering a large number of experimental studies, safety assessments and regulatory approvals, which is time-consuming, laborious and costly. On the other hand, the market competition is fierce, and similar or alternative products continue to emerge. If you want to stand out, you need to have significant advantages in performance and cost. Overall, N - [ (6-cyanopyridine-3-yl) methyl] -2,2-difluoroacetamide has shown potential application value in the field of pesticides and medicine due to its unique chemical structure. Although it faces challenges, it is expected to occupy a place in the market with in-depth research and rational development.
What are the characteristics of the production process of N- [ (6-chloropyridine-3-yl) methyl] -2,2-difluoroethylamine
The production process of N- [ (6-cyanopyridine-3-yl) methyl] -2,2-difluoroacetamide has the following characteristics:
First, the selection of raw materials and the initial steps of the reaction are very critical. It is necessary to carefully select raw materials such as 6-cyanopyridine-3-formaldehyde, whose purity and impurity content have a great influence on the subsequent reaction. If the raw materials contain impurities, or cause side reactions to increase, it will affect the purity and yield of the product. The setting of the initial reaction steps, such as the reaction temperature and the use of catalysts, also play a decisive role in the reaction process. If the temperature is too high or too low, the reaction rate or product selectivity may deviate from expectations.
Second, the control accuracy of the reaction process requires high precision. During the reaction process, parameters such as temperature, pressure, and reaction time need to be precisely regulated. Taking temperature as an example, small fluctuations may change the reaction path and generate different by-products. And the parameters need to be adjusted in a timely manner according to the reaction process to ensure that the reaction proceeds in the expected direction. For example, in some intermediate reaction stages, the reaction time needs to be strictly controlled, and too long or too short will have adverse effects on the quality of the product.
Third, the separation and purification process is complex and important. After the reaction is completed, the product mixture contains various components such as target products, unreacted raw materials, and by-products. Appropriate separation technologies, such as distillation, extraction, crystallization, etc., need to be used to separate and purify the target product. The choice of each separation technology needs to comprehensively consider factors such as product characteristics, impurity properties and production costs. The effect of purification operations is directly related to the purity and quality of the final product.
Fourth, safety and environmental protection considerations run through. Some raw materials or intermediates involved in the production process may be toxic, corrosive or flammable and explosive. Therefore, proper safety protection measures must be taken to ensure the safety of operators and the stable operation of production facilities. At the same time, the waste and exhaust gas generated in the production process need to be effectively treated to meet environmental protection requirements and avoid pollution to the environment.
Fifth, the selection and optimization of the catalyst is extremely critical. Suitable catalysts can significantly improve the reaction rate, reduce the severity of the reaction conditions, and improve the selectivity of the product. Different types of catalysts have differences in their catalytic activity, selectivity and stability. It is necessary to screen out the most suitable catalyst through experiments and optimization, and determine its optimal usage amount and usage conditions to improve production efficiency and product quality.