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The synthesis of 6-bromo-2-methyl-3(2H)-pyridazinone is an important synthetic goal in the chemical industry due to its wide range of applications in pharmaceuticals, agrochemicals, and other industrial processes.
This compound can be synthesized through several different routes, each with its own advantages and disadvantages.
In this article, we will explore some of the most common synthetic routes for 6-bromo-2-methyl-3(2H)-pyridazinone and discuss their merits and drawbacks.
Route 1: via N-bromosuccinimide (NBS)
One of the most commonly used methods for synthesizing 6-bromo-2-methyl-3(2H)-pyridazinone is through the use of N-bromosuccinimide (NBS).
This method involves the reaction of NBS with 2-methyl-3(2H)-pyridazinone in the presence of a solvent such as DMF or DMSO.
The reaction is typically carried out at a temperature of around 80-100°C and is completed in a few hours.
Advantages:
- The reaction is relatively simple and can be carried out using commonly available reagents.
- The reaction can be easily scaled up for large-scale production.
- The yield of product is typically high, with little to no side products.
Disadvantages:
- The reaction involves the use of a highly toxic and corrosive reagent in NBS.
- The reaction can generate a significant amount of waste, including hazardous byproducts.
- The reaction may require the use of protective equipment such as gloves and goggles.
Route 2: via N-bromoacetamide
Another synthetic route for 6-bromo-2-methyl-3(2H)-pyridazinone is via N-bromoacetamide.
This method involves the reaction of N-bromoacetamide with 2-methyl-3(2H)-pyridazinone in the presence of a solvent such as acetic acid.
The reaction is typically carried out at a temperature of around 50-70°C and is completed in a few hours.
Advantages:
- The reaction can be easily carried out using commonly available reagents.
- The reaction is relatively mild, and the reagents are not highly toxic.
- The yield of product is typically high, with little to no side products.
Disadvantages:
- The reaction may have a lower yield compared to the NBS method.
- The reaction can generate a significant amount of waste, including hazardous byproducts.
Route 3: via N-bromosuccinimide and N-bromobenzenesulfonic acid
Another route for the synthesis of 6-bromo-2-methyl-3(2H)-pyridazinone is via N-bromosuccinimide and N-bromobenzenesulfonic acid.
This method involves the reaction of N-bromosuccinimide with N-bromobenzenesulfonic acid in the presence of a solvent such as toluene.
The reaction is typically carried out at a temperature of around 80-100°C and is completed in a few hours.
Advantages:
- The reaction can generate a high yield of product.
- The reaction can be easily scaled up for large-scale production.
Disadvantages:
- The reaction involves the use of hazardous and expensive reagents in N-bromosuccinimide and N-bromobenzenesulfonic acid.
- The reaction can generate a significant amount of waste, including ha