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3,5-Dichloropyridazine is an important organic compound that finds widespread application in various industrial processes.
The chemical structure of 3,5-dichloropyridazine is represented as follows:
ClCNO
This compound is synthesized industrially by several methods, each with its advantages and limitations.
In this article, we will discuss the different synthetic routes of 3,5-dichloropyridazine and their applications in the chemical industry.
- The classical route involves the reaction of 2-chloropyridine with 3-chloropyridine in the presence of a strong acid catalyst, such as sulfuric acid or phosphoric acid.
The reaction takes place in a reaction flask, equipped with a stirrer, reflux condenser, and a thermometer.
The reaction mixture is heated to about 90-100°C and maintained at this temperature for several hours.
After the reaction is complete, the mixture is allowed to cool and then diluted with water.
The resulting solid is filtered, washed with water, and dried to obtain 3,5-dichloropyridazine. - A more recent route involves the use of microwave irradiation to catalyze the reaction.
In this method, 2-chloropyridine and 3-chloropyridine are mixed in a reaction vessel with a solvent, such as acetonitrile or DMF.
The mixture is then exposed to microwave irradiation for a specific time period, after which the reaction mixture is allowed to cool and the solid is filtered and dried. - Another synthetic route involves the reaction of 2-chloropyridine with 5-chloropyridine in the presence of a Lewis acid catalyst, such as aluminum chloride or ferric chloride.
The reaction takes place in a reaction flask, equipped with a stirrer, reflux condenser, and a thermometer.
The reaction mixture is heated to about 120-140°C and maintained at this temperature for several hours.
After the reaction is complete, the mixture is allowed to cool and then diluted with water.
The resulting solid is filtered, washed with water, and dried to obtain 3,5-dichloropyridazine.
Advantages of the Synthetic Routes:
The synthetic routes of 3,5-dichloropyridazine have their own advantages and limitations.
The classical route is relatively simple and inexpensive, but it requires a long reaction time and generates a large amount of waste.
The microwave irradiation method is faster and more efficient, but it requires specialized equipment and a higher cost of operation.
The Lewis acid-catalyzed route is more efficient and faster than the classical route, but it generates hazardous waste and requires special handling and disposal.
Applications of 3,5-Dichloropyridazine:
3,5-Dichloropyridazine has a wide range of applications in the chemical industry, including the following:
- As a raw material for the manufacture of pharmaceuticals, such as anti-infectives, anti-cancer drugs, and anti-inflammatory drugs.
- As an intermediate in the production of dyes, pigments, and other colorants.
- As an insecticide, fungicide, and herbicide in agriculture.
- As a catalyst in chemical reactions, such as polymerization, electrochemistry, and DNA synthesis.
Conclusion:
3,5-Dichloropyridazine is an important organic compound with various industrial applications.
The classical, microwave irradiation, and Lewis acid-catalyzed routes are commonly used for its synthesis, each with its advantages and limitations.
The compound has a wide range of applications in the pharmaceutical, dye, agriculture, and chemical industries.
With the continuing development