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4,5-Dibromo-2-phenyl-3(2H)-pyridazinone is an important intermediate in the synthesis of various chemicals and pharmaceuticals.
It is widely used as a building block for the synthesis of anti-inflammatory drugs, anti-epileptic drugs, and anti-cancer agents.
The demand for this compound has been increasing steadily in recent years due to its diverse applications in various industries.
There are several synthetic routes for the preparation of 4,5-dibromo-2-phenyl-3(2H)-pyridazinone, each with its own advantages and disadvantages.
In this article, we will discuss some of the most commonly used synthetic routes for the preparation of this compound.
- The traditional route involves the reaction of 2-phenyl-3(2H)-pyridazin-4(3H)-one with hydrogen bromide in the presence of a Lewis acid catalyst, such as ferric chloride.
The reaction leads to the formation of 4,5-dibromo-2-phenyl-3(2H)-pyridazinone, which can then be further processed to obtain the desired product. - Another popular route involves the reaction of 2-phenyl-3(2H)-pyridazin-4-one with sodium nitrate in the presence of a solvent, such as acetonitrile or DMF.
The reaction leads to the formation of 4,5-dibromo-2-phenyl-3(2H)-pyridazinone, which can be isolated by filtration and washed with water. - A more efficient route involves the reaction of 2-phenyl-3(2H)-pyridazin-4-one with N-bromosuccinimide (NBS) in the presence of a solvent, such as dichloromethane or chloroform.
The reaction leads to the formation of 4,5-dibromo-2-phenyl-3(2H)-pyridazinone, which can be isolated by filtration and washed with water. - Another alternative route involves the reaction of 2-phenyl-3(2H)-pyridazin-4-one with bromoisobutyryl bromide in the presence of a solvent, such as DMF or acetonitrile.
The reaction leads to the formation of 4,5-dibromo-2-phenyl-3(2H)-pyridazinone, which can be isolated by filtration and washed with water.
Each of these synthetic routes has its own advantages and disadvantages.
The traditional route is relatively simple and inexpensive, but it requires the use of harsh reagents and a large amount of waste is generated during the process.
The other routes are more efficient and environmentally friendly, but they require specialized equipment and are more expensive.
The choice of synthetic route for the preparation of 4,5-dibromo-2-phenyl-3(2H)-pyridazinone depends on various factors, such as the scale of production, the purity of the desired product, and the availability of the necessary reagents and equipment.
The selected route should also be in compliance with the local regulations and environmental standards.
In conclusion, 4,5-dibromo-2-phenyl-3(2H)-pyridazinone is an important intermediate in the synthesis of various chemicals and pharmaceuticals.
There are several synthetic routes for its preparation, and the choice of route depends on various factors.
The traditional route is relatively simple and inexpensive, but it has several disadvantages.
The other routes are more efficient and environmentally friendly, but they require specialized equipment and are more expensive.
It is important to consider the cost, efficiency, and environmental impact of each route before making a decision.