4-Nitropyrrole-2-carboxylic acid ethyl ester

4-Nitropyrrole-2-carboxylic acid ethyl ester, this is an organic compound, and its chemical properties are very interesting.
Looking at its structure, it contains nitro, pyrrole ring and carboxylic acid ethyl ester group, which give its unique chemical properties. Nitro has strong electron absorption, causing the electron cloud density of pyrrole ring to decrease, so that the electrophilic substitution reactivity on the pyrrole ring changes, it is difficult to occur electrophilic substitution, and the localization effect is affected by nitro.
Pyrrole ring is a five-membered nitrogen-containing heterocyclic ring and has aromatic properties. However, because the solitary pair electrons of the nitrogen atom participate in the conjugation, the electron cloud distribution on the ring is uneven, and the reactivity is different from that of
Ethyl carboxylate can undergo hydrolysis reaction, under acidic or basic conditions, hydrolysis to carboxylic acid and ethanol. In alkaline environment, hydrolysis is easier to carry out, because alkali can neutralize the formed carboxylic acid and promote the positive reaction.
4-nitropyrrole-2-carboxylate ethyl ester can also participate in the reverse reaction of esterification reaction, and can reversibly form new esters with alcohol under acid catalysis. And because it contains unsaturated bonds, or can participate in addition reactions, it depends on the reaction conditions and reactants. In short, its chemical properties are determined by the interaction of the groups contained, and it may have potential application value in the field of organic synthesis.

Ethyl 4-nitropyrrole-2-carboxylate has a wide range of uses and is often a key intermediate in the synthesis of many drugs in the field of medicine. The structure of Geinpyrrole has unique biological activities. After the introduction of nitro and ethyl groups, the electron cloud distribution and spatial configuration of the molecule can be adjusted, giving it specific pharmacological activities. For example, in the development of anti-tumor drugs, it can be used as a starting material to construct complex compounds with the ability to target tumor cells through a series of reactions. By interfering with the metabolic process or signaling pathway of tumor cells, it can inhibit tumor growth and spread.
In the field of materials science, it also plays an important role. It can participate in the preparation of functional polymer materials, because the nitro and ester groups in its structure can react with other monomers to form polymers with special properties. For example, such polymers may have unique optical and electrical properties, and can be used as organic optoelectronic materials, such as in Light Emitting Diode (OLED), to improve its luminous efficiency and stability, and to provide power for the development of new display technologies.
In the field of organic synthesis chemistry, it is an important synthetic building block. With the activity of its functional groups, various complex organic compounds can be constructed through various organic reactions, such as nucleophilic substitution, reduction, etc. Chemists can use this to expand the structural diversity of compounds, providing a basis for exploring new chemical reactions and synthesis strategies, and then promoting the development and innovation of organic synthesis chemistry.

The synthesis method of 4-nitropyrrole-2-carboxylic acid ethyl ester, although the ancient book "Tiangong Kaiwu" does not describe the synthesis method of this specific compound in detail, it can be deduced from the traditional organic synthesis ideas and the wisdom of the ancients.
First, it can be started from pyrrole. Pyrrole has an active ring system, and pyrrole is first nitrified with an appropriate nitrifying agent, such as a mixed acid of concentrated nitric acid and concentrated sulfuric acid. This step requires attention to the control of the reaction conditions, because pyrrole rings are sensitive to strong acids, and high temperature or long reaction time can easily cause damage to the ring. Therefore, it is suitable to slowly add mixed acid dropwise at low temperature, such as 0-5 ° C, and constantly stir to make the nitrification reaction selectively occur at the 4-position to obtain 4-nitropyrrole.
After obtaining 4-nitropyrrole, carboxylation reaction can be carried out. Carbon dioxide and metal-organic reagents can be used, such as Grignard's reagent method. Grignard's reagent is prepared by magnesium and halogenated 4-nitropyrrole. In an anhydrous and oxygen-free environment, carbon dioxide gas is introduced, and the reaction is completed. After acidification, 4-nitropyrrole-2-carboxylic acid can be obtained.
The last step is esterification. Mix 4-nitropyrrole-2-carboxylic acid with ethanol, add an appropriate amount of concentrated sulfuric acid as a catalyst, and heat to reflux. In this process, concentrated sulfuric acid not only acts as a catalyst to accelerate the reaction, but also absorbs the water generated by the reaction, which prompts the equilibrium to shift towards esterification. After the reaction is completed, pure 4-nitropyrrole-2-carboxylic acid ethyl ester can be obtained through neutralization, extraction, distillation and other steps.
In addition, there are other ways. If pyrrole-2-carboxylic acid ethyl ester is nitrified first, then suitable nitrification conditions need to be found to achieve selective nitrification at 4-position and avoid side reactions at other positions.
In short, although there is no exact ancient method of "Tiangong Kaiwu", according to the principle of organic synthesis, 4-nitropyrrole-2-carboxylate ethyl ester can be synthesized according to the above route.

Ethyl 4-nitropyrrole-2-carboxylate is one of the organic compounds. When storing this substance, many matters need to be paid attention to.
The temperature and humidity of the first environment. It should be stored in a cool and dry place, away from high temperature and humidity. High temperature can cause its chemical activity, or cause the risk of decomposition and deterioration; humid environment can easily make the substance absorb moisture, affect its purity and stability, or even cause chemical reactions.
The second is to protect from light. This compound may be sensitive to light, under light, or induce luminescent chemical reactions, resulting in structural changes and damage to its quality. Therefore, it should be stored in a brown bottle or a container with a light-shielding package to block light intrusion.
Furthermore, it needs to be stored in isolation. Ethyl 4-nitropyrrole-2-carboxylate should not be co-stored with oxidizing agents, reducing agents, acids, bases and other substances. Due to its chemical properties or violent reactions with the above substances, such as oxidation, reduction, acid-base neutralization, etc., it will not only destroy itself, but also cause fire, explosion and other risks.
In addition, the storage place should be well ventilated. If the substance evaporates, ventilation can reduce its concentration in the air, avoid the formation of flammable and explosive mixed gases, and ensure the safety of the storage environment.
It should also be noted that the storage place should be clearly marked to indicate the characteristics, hazards and emergency treatment methods of the substance. In this way, relevant personnel can quickly know the details, and in case of emergencies, they can take appropriate measures to deal with them. And regularly check the stored substances to see if they have deteriorated, leaked, etc. If there is any abnormality, deal with it quickly.

I don't know the market price of ethyl 4-nitropyrrole-2-carboxylate. "Tiangong Kaiwu" is a book on the skills of all kinds of crafts. It is mostly involved in agricultural mulberry, hardware, pottery, papermaking and other crafts. It is rarely involved in the price of goods in the market. However, if you want to know the market value of this compound, you need to ask the store specializing in chemical reagents, or visit the online chemical products trading platform. Different merchants may have different prices due to the supply, quality, supply and demand. Or because of the difficulty of preparation and the cost of raw materials, the price will fluctuate. And the market conditions are changing rapidly. If you want to get an accurate number, you need to visit it in person and ask people in the industry to get a more accurate price.