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What is the synthesis method of Ethyl 3-methyl-1-tosyl-2, 5-dihydro-1H-pyrrole-2-carboxylate
To prepare Ethyl 3 - methyl - 1 - tosyl - 2,5 - dihydro - 1H - pyrrole - 2 - carboxylate, the method of organic synthesis is often followed. The method is mostly based on the construction of nitrogen-containing heterocycles and the transformation of functional groups.
First, use suitable starting materials to build pyrrole rings. Or choose compounds containing enamines and carbonyl groups to form pyrrole structures by cyclization. For example, with 3-methyl-4-pentene-2-one and p-toluenesulfonamide as the starting materials, under the catalysis of alkali, the nucleophilic addition of the two first occurs, and then the inner molecule is cyclized to obtain the pyrrole ring precursor containing the p-toluenesulfonyl group. In this step, the choice of base is very important, common potassium carbonate, potassium tert-butyl alcohol, etc., depending on the reaction conditions and substrate activity.
In the second case, the carboxylethyl ester functional group is introduced into the pyrrole ring. It is often achieved by acylation reaction. The pyrrole ring product obtained above is reacted with ethyl chloroformate in the presence of a base. The base can bind the acid and promote the reaction to the right. This base can be selected from triethylamine, pyridine and the like, which not only ensure the smooth reaction, but also do not unduly affect the substrate.
In addition, the reaction product needs to be separated and purified. Often column chromatography is used to select the appropriate eluent, according to the polarity difference between the product and the impurity, to achieve effective separation. Recrystallization can also be used to select the appropriate solvent to purify the product.
The whole synthesis process, pay attention to the control of the reaction conditions, such as temperature, time, the proportion of reactants, etc., all of which are related to the yield and purity of the product. And after each step of the reaction, detailed spectral analysis (such as NMR, IR, etc.) is used to confirm that the product structure is correct.
Ethyl 3-methyl-1-tosyl-2, what are the physical properties of 5-dihydro-1H-pyrrole-2-carboxylate
Ethyl 3 - methyl - 1 - tosyl - 2,5 - dihydro - 1H - pyrrole - 2 - carboxylate is an organic compound. Its physical properties are quite critical and are of great significance in the fields of chemical industry, pharmaceutical research and development.
Looking at its properties, under normal temperature and pressure, it is mostly in the shape of a solid state. This compound has a specific melting point due to its own structural characteristics. Generally speaking, its melting point is about [X] ° C. This value is its inherent physical property, which can help researchers to identify its purity by means of melting point determination.
When it comes to solubility, the compound exhibits different behaviors in organic solvents. For example, in common organic solvents such as dichloromethane and chloroform, it has good solubility and can be fully dissolved to form a uniform solution. However, in water, its solubility is extremely limited, mainly due to the dominant position of hydrophobic groups in its molecular structure, making it difficult to dissolve in the water phase with strong polarity.
As for the boiling point, under specific pressure conditions, it is about [Y] ℃. The physical property of boiling point plays an important role in the separation and purification of compounds. Researchers can effectively separate them by distillation and other means according to their boiling points. The density of Ethyl 3-methyl-1-tosyl-2,5-dihydro-1H-pyrrole-2-carboxylate is also an important physical parameter, and its density is about [Z] g/cm ³. This value is indispensable for accurate measurement in quantitative experiments and industrial production involving this compound.
Ethyl 3-methyl-1-tosyl-2, what are the chemical properties of 5-dihydro-1H-pyrrole-2-carboxylate
Ethyl 3 - methyl - 1 - tosyl - 2,5 - dihydro - 1H - pyrrole - 2 - carboxylate is an organic compound with unique chemical properties. It contains an ester group (− COOEt), which makes the compound have certain hydrolytic activity. Under the catalysis of acid or base, the ester group can undergo hydrolysis reaction, and under acidic conditions, the hydrolysis produces 3 - methyl - 1 - tosyl - 2,5 - dihydro - 1H - pyrrole - 2 - carboxylic acid and ethanol; under alkaline conditions, the corresponding carboxylate and ethanol are hydrolyzed.
Furthermore, the compound contains a 1-tosyl-2,5-dihydro-1H-pyrrole structure, and the pyrrole ring has a certain aromaticity, although it is not as typical as the benzene ring. Due to the conjugation of lone pair electrons of nitrogen atoms, the electron cloud density distribution of the pyrrole ring changes, and the electrophilic substitution reaction is prone to occur. The substitution check point is mainly at the high electron cloud density position. At the same time, the p-toluenesulfonyl (tosyl) on the nitrogen atom also affects the electron cloud distribution of the pyrrole ring, which can regulate the electrophilic substitution reaction activity and regioselectivity.
In addition, the presence of 3-methyl group, because methyl is the power supply group, has a electron-giving effect on the pyrrole ring electron cloud, which affects the reactivity and physical properties of the compound, such as boiling point, melting point, etc. Overall, this compound presents rich chemical properties due to the interaction of various functional groups, and may have many potential applications in the field of organic synthesis. It can be used as an intermediate to participate in various organic reactions and construct more complex organic molecular structures.
What is the main use of Ethyl 3-methyl-1-tosyl-2, 5-dihydro-1H-pyrrole-2-carboxylate
Ethyl 3 - methyl - 1 - tosyl - 2,5 - dihydro - 1H - pyrrole - 2 - carboxylate is 3 - methyl - 1 - p-toluenesulfonyl - 2,5 - dihydro - 1H - pyrrole - 2 - formate ethyl ester, which is widely used in the field of organic synthesis.
First, it is often used as a key intermediate to construct complex nitrogen-containing heterocyclic structures. Nitrogen-containing heterocyclic rings are widely found in many natural products, drug molecules and functional materials. With its unique structure, specific reactions, such as nucleophilic substitution, cyclization reaction, etc., can be used to construct a structural skeleton with specific biological activities or material properties. For example, by reacting with suitable nucleophilic reagents, nucleophilic reagents attack specific positions on the pyrrole ring, thereby introducing new functional groups, realizing structural modification, and laying a foundation for the synthesis of compounds with potential medicinal value.
Second, in the field of medicinal chemistry, after structural modification and optimization, it may be able to exhibit certain biological activities. Pyrrole ring, ester group and p-toluenesulfonyl group in its structure can all be used as modification check points. The physicochemical properties and biological activities of compounds can be adjusted by changing the types, positions and electronic effects of substituents. For example, adjusting the structure of the ester group, or affecting the fat solubility and metabolic stability of the compound; changing the substituents on the pyrrole ring, or enhancing the interaction with biological targets, improving its pharmacological activity, and becoming a potential lead compound for the development of new drugs.
Third, in terms of materials science, the compound may be further polymerized or compounded with other functional materials to prepare materials with special properties. For example, by reacting with some conjugated polymers, the pyrrole ring structure can improve the electrical and optical properties of the material, providing the possibility for the preparation of new optoelectronic materials.
Ethyl 3-methyl-1-tosyl-2, 5-dihydro-1H-pyrrole-2-carboxylate What are the precautions in storage and transportation?
Ethyl 3 - methyl - 1 - tosyl - 2,5 - dihydro - 1H - pyrrole - 2 - carboxylate is an organic compound. The following things should be paid attention to during storage and transportation.
First, when storing, it should be placed in a cool, dry and well-ventilated place. This is because the compound may be sensitive to heat and humidity. If it is in a high temperature and high humidity environment, it may cause deterioration. For example, if the storage environment is humid, the moisture may react with certain groups in the compound and change its chemical structure.
Second, it should be kept away from fire and heat sources. Because of its flammability, close to fire and heat sources can easily cause fire and endanger safety. Just like flammable things close to an open flame, they can ignite in an instant.
Third, ensure that the packaging is in good condition when transporting. If the packaging is damaged, the compound may leak, polluting the environment, and it may react with surrounding substances after leakage, causing danger. For example, chemicals leak on the ground, or corrode the ground, or emit harmful gases.
Fourth, it should be stored and transported separately from oxidants, acids, alkalis, etc. Due to the chemical properties of the compound, it is prone to chemical reactions when it comes into contact with these substances, or serious consequences such as explosion and combustion. If the oxidant has strong oxidizing properties, contact with the compound may cause a violent oxidation reaction.
Fifth, the storage and transportation places should be equipped with the corresponding variety and quantity of fire fighting equipment and leakage emergency treatment equipment. In case of fire or leakage, it can be responded to in time to reduce losses. Without emergency equipment, it will be difficult to deal with effectively in the event of an accident.