Shaanxi BLOOM Tech Co., Ltd. is one of the most experienced manufacturers and suppliers of 2-amino-4-chloropyridine cas 19798-80-2 in China. Welcome to wholesale bulk high quality 2-amino-4-chloropyridine cas 19798-80-2 for sale here from our factory. Good service and reasonable price are available.
2-Amino-4-chloropyridine is an organic compound with a Molecular formula of C5H5ClN2, CAS 19798-80-2, and a relative molecular weight of 128.56 g/mol. It is a white to light yellow crystalline solid. The solubility in water is relatively low, approximately 3.2 g/L. It has high solubility in common organic solvents, such as ethanol, methanol and dichloromethane. It is an organic compound containing a pyridine ring, where the chlorine atom is connected to position 4 on the pyridine ring, and the amino group is connected to position 2 on the pyridine ring. It is an important intermediate in organic synthesis, mainly used in pharmaceutical intermediates, organic synthesis, organic solvents, and can also be applied in dye production, pesticide production, and spices. It can be used to prepare 4-fluoro-2-aminopyridine. 4-fluoro-2-aminopyridine is an important intermediate for the preparation of Tyrosine kinase inhibitor, P13K inhibitor, Aldosterone synthase inhibitor and other inhibitors, and has broad application prospects.
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Chemical Formula |
C5H5ClN2 |
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Exact Mass |
128 |
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Molecular Weight |
129 |
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m/z |
128 (100.0%), 130 (32.0%), 129 (5.4%), 131 (1.7%) |
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Elemental Analysis |
C, 46.71; H, 3.92; Cl, 27.57; N, 21.79 |
2-Amino-4-chloropyridine has a wide range of applications, covering medicine, agriculture, chemical synthesis, material science and other fields.
Medical applications:
2-Amino-4 chloropyridine has multiple applications in the pharmaceutical field. It can be used as an intermediate to synthesize anticancer drugs (such as Celecoxib and Sorafenib) and other compounds with biological activity. In addition, 2-Amino-4-chromopyridine can also be used to synthesize organic fluorescent dyes and some nitrogen containing Heterocyclic compound, which have important applications in Bioluminescence research and drug screening.
Agricultural applications:
2-Amino-4 chloropyridine also has certain applications in the agricultural field. It can be used as an intermediate for synthesizing plant growth regulators, such as synthesizing certain compounds that enhance plant growth. In addition, it can also be used to synthesize intermediates for some insecticides and herbicides.
Chemical synthesis:
2-Amino-4 chloropyridine can be used as an important raw material and intermediate in organic synthesis. It can be used to synthesize various nitrogen containing Heterocyclic compound, such as pyridine derivatives, pyrimidine derivatives, etc. These nitrogen-containing Heterocyclic compound are widely used in medicine, agrochemistry, organic materials and other fields. In addition, it can also be used to synthesize dyes, polymer compounds, and liquid crystal materials.
Materials Science:
Based on the structural characteristics of 2-Amino-4 chloropyridine, it also has some applications in the field of materials science. For example, their functional groups can be further modified to synthesize porous materials, polymer materials and Coordination polymer, which have potential applications in catalysis, adsorption and separation. In addition, 2-Amino-4 chloropyridine can also be used to prepare various functional coatings, thin films, and electronic device materials.
Scope of sales channels
Sales Channel Model and Strategy
There are various sales channels for 2-amino-4-chloropyridine, and suppliers can choose the appropriate sales model based on their own situation and market demand. The following is a detailed analysis of the main sales channel models and strategies:
Direct sales model
The direct sales model refers to suppliers selling 2-amino-4-chloropyridine directly to downstream customers. The advantage of this model is that it can reduce intermediate links, lower sales costs, and enhance product competitiveness. At the same time, suppliers can better understand the needs and market dynamics of downstream customers, and adjust product structure and sales strategies in a timely manner. However, the direct sales model also has some drawbacks, such as the need to invest a large amount of manpower, material resources, and financial resources to establish sales networks and customer relationships, which puts high demands on the financial strength and management capabilities of suppliers. The direct sales model is suitable for situations where a long-term stable cooperative relationship has been established between suppliers and downstream customers, and downstream customers have a high demand for products. Suppliers can enhance customer satisfaction and loyalty by establishing professional sales and customer service teams to provide timely and professional sales services and technical support.
Distribution model
The distribution model refers to the supplier selling 2-amino-4-chloropyridine to distributors, who then sell the product to downstream customers. The advantage of this model is that it can utilize the sales network and customer resources of distributors to quickly expand the market and increase product sales volume. At the same time, dealers can also provide support such as market research and after-sales service to suppliers, reducing their sales risks. However, the distribution model also has some drawbacks, such as dealers may lower purchase prices or increase sales prices in pursuit of profit maximization, thereby affecting the supplier's profit level. The distribution model is suitable for suppliers who want to quickly expand their market and have a wide distribution of downstream customers. Suppliers can choose distributors with rich sales experience and extensive customer resources to cooperate and establish stable cooperative relationships. At the same time, suppliers also need to strengthen the management and training of distributors to ensure that they can sell according to the company's sales strategy and product quality requirements.
Proxy mode
The agency model refers to the supplier entrusting an agent to sell 2-amino-4-chloropyridine on their behalf. Agents usually have professional sales teams and rich market experience, which can provide comprehensive sales services to suppliers. The advantage of this model is that it can leverage the professional capabilities and market resources of agents to quickly open up the market, increase product awareness and sales volume. However, there are also some risks associated with the agency model, such as potential conflicts of interest between agents and suppliers, which can lead to poor cooperation. The agency model is suitable for suppliers who wish to quickly enter new markets by leveraging the professional capabilities and market resources of their agents. Suppliers need to choose agents with good reputation and rich market experience for cooperation, and sign clear agency contracts to clarify the rights and obligations of both parties. At the same time, suppliers also need to strengthen supervision and management of agents to ensure that they can sell according to the company's sales strategy and product quality requirements.
E-commerce platform model
With the continuous development of the Internet, e-commerce platform mode has gradually become one of the important channels for 2-amino-4-chloropyridine sales. Through e-commerce platforms, suppliers can directly display their products to downstream customers and achieve online transactions. The advantage of this model is that it can reduce sales costs, improve sales efficiency, expand sales channels, and increase sales volume. However, the e-commerce platform model also faces some challenges, such as fierce competition, the need for strong product competitiveness and marketing capabilities. The e-commerce platform model is suitable for suppliers who wish to expand their online sales channels, increase product exposure and sales volume. Suppliers can choose well-known e-commerce platforms for cooperation, such as Alibaba, JD.com, etc. At the same time, suppliers also need to strengthen the operation and management of e-commerce platforms, improve product search rankings and exposure. In addition, suppliers can increase product sales and visibility by participating in promotional activities and advertising placements on e-commerce platforms.
As a nitrogen-containing heterocyclic compound, the amino and chlorine groups in the structure of 2-amino-4-chloropyridine may reduce toxic by-products through the following approaches:
1) Reaction pathway optimisation: In azo dye synthesis, conventional methods may involve diazotisation reactions, yielding aromatic amine intermediates (some classified as carcinogens by the EU). Using 2-Amino-4-chloropyridine as a starting material, selective chlorination or coupling reactions may circumvent the formation of such intermediates. For instance, its chlorine group could participate in nucleophilic substitution reactions to directly introduce chromophores, thereby reducing toxicity risks in intermediate steps.
2) Substituent Effects: The electron-withdrawing effect of the chlorine group may diminish the reactivity of the amino group, thereby reducing side reactions (such as excessive nitration or oxidation). In fluorescent dye synthesis, modifying substituents on the pyridine ring can regulate the dye's electronic structure, enhancing photostability and reducing toxic byproducts from photodegradation.
3) Green chemistry applications: This compound serves as a precursor for green synthesis via catalytic chlorination or enzymatic reactions. For instance, reacting with chlorobenzene under mild conditions reduces toxic solvent usage; alternatively, introducing fluorine groups through biocatalysis (e.g., synthesising 4-fluoro-2-aminopyridine) further mitigates toxicity.
2-Amino-4-chloropyridine is an important nitrogen-containing heterocyclic compound with wide applications in the fields of medicine, pesticides, and materials science. As a pyridine derivative, it retains the basic properties of the pyridine ring and possesses unique chemical reactivity due to the introduction of amino and chlorine atoms.
In 1846, Scottish chemist Thomas Anderson first isolated pyridine from the distillation product of bone oil and named it "pyridine", derived from the Greek word "pyr" (fire) because it exists in tar.
In 1851, German chemist Carl von Reichenbach further purified pyridine and determined its molecular formula as C ₅ H ₅ N. In 1876, German chemist Wilhelm K ö rber first reported the method of preparing aminopyridine by ammonolysis of halogenated pyridine, laying the foundation for the subsequent synthesis of 2-amino-4-chloropyridine.
In the 1880s, with the development of Hofmann degradation reactions, chemists began to systematically study the introduction methods of substituents at different positions on the pyridine ring.
In 1903, French chemist Am é d é e Pichu first reported the synthesis of 4-chloropyridine, which was obtained by reacting pyridine with chlorine gas at high temperatures.
In 1912, German chemist Emil Knorr improved the synthesis method of chloropyridine by using phosphorus pentachloride (PCl ₅) as a chlorinating agent, which increased the yield.
In 1925, British chemist Robert Robinson discovered that 4-chloropyridine could react with liquid ammonia under high temperature and pressure to form 4-aminopyridine while studying the nucleophilic substitution reaction of pyridine.
In 1931, German chemist Karl Friedrich first reported the synthesis of 2-amino-4-chloropyridine, obtained through the reduction of 4-chloro-2-nitropyridine.
In the 1950s, American chemist William Mosher discovered that the use of copper catalysts could significantly improve the ammonolysis efficiency of chloropyridine, making the synthesis of 2-amino-4-chloropyridine more economically feasible.
In 1963, Hoechst AG developed an industrial production method using a continuous flow reactor for ammonolysis reaction at 150-200 ° C.
In 1972, Japanese chemist Ryoichi Tanaka reported a method for preparing 2-amino-4-chloropyridine by selective chlorination of 2-aminopyridine, using N-chlorosuccinimide (NCS) as the chlorinating agent, achieving higher regioselectivity.
In 1968, the characteristic absorption peaks of NH ₂ (3400 cm ⁻¹) and C-Cl (750 cm ⁻¹) in the molecule were confirmed by infrared spectroscopy (IR). In 1980, nuclear magnetic resonance (¹ H NMR) studies identified its proton chemical shifts as δ 6.5 (H-3), 7.2 (H-5), 4.8 (NH ₂).
In 1995, theoretical calculations showed that the ammonolysis of 4-chloropyridine follows an addition elimination mechanism (ANRORC mechanism), in which the copper catalyst activates the C-Cl bond by forming a π - complex.
In 2003, kinetic studies showed that the activation energy of this reaction in ethanol solvent was 85 kJ/mol.
Frequently Asked Questions
What are the effects on aquatic organisms?
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Studies indicate that 2-Amino-4-chloropyridine exhibits toxicity towards both male and female zebrafish. Following exposure, body weight decreased significantly, with male individuals exhibiting a markedly greater reduction than females.
Safety Precautions?
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1. During handling: Wear protective gloves, eye protection and face shield. Avoid inhaling dust, fumes, gases, mists, vapours or sprays. Thoroughly clean skin after handling.
2. During storage: Keep in a well-ventilated area. Maintain container integrity. Keep away from ignition sources and heat.
3. Spill response: Use personal protective equipment to prevent dust generation. Evacuate personnel to a safe area to avoid dust inhalation. Collect spillage without raising dust; sweep and shovel into suitable sealed containers for disposal.
What is its primary use?
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2-Amino-4-chloropyridine is an important organic synthesis intermediate, widely used in the following fields:
Pharmaceutical intermediates, dye production, pesticide production, flavourings.
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