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The synthesis of new chemical compounds is a crucial aspect of the chemical industry, as it enables the development of new products and processes.
One such compound that has gained significant attention in recent years is 5-iodo-2-(phenylmethyl)-3(2H)-pyridazinone, a synthetic chemical that has a range of potential applications in various industries.
One of the most important aspects of the synthesis of this compound is the selection of the synthesis route.
There are several methods available for the synthesis of 5-iodo-2-(phenylmethyl)-3(2H)-pyridazinone, each with its own advantages and disadvantages.
In this article, we will discuss three of the most commonly used synthetic routes for this compound, highlighting their key features and potential applications.
- Synthesis Route 1: via Benzaldehyde and 3-Phenylpropanamide
This route involves the synthesis of 3-phenylpropanamide, followed by its reduction to 3-phenylpropanol.
This intermediate is then condensed with benzaldehyde to form 5-iodo-2-(phenylmethyl)-3(2H)-pyridazinone.
The synthesis of 3-phenylpropanamide can be achieved via several methods, such as the reaction of phenylamine with acetaldehyde in the presence of a strong acid catalyst, or via the reaction of phthalimide with oxalyl chloride in the presence of a base catalyst.
The reduction of 3-phenylpropanamide to 3-phenylpropanol can be carried out using various reagents, such as lithium aluminum hydride (LiAlH4) or hydrogen in the presence of a catalyst, such as palladium on barium sulfate.
The condensation of 3-phenylpropanol with benzaldehyde can be carried out using basic conditions, such as the use of sodium hydroxide or potassium hydroxide.
One of the advantages of this synthetic route is that it provides a straightforward and efficient method for the synthesis of 5-iodo-2-(phenylmethyl)-3(2H)-pyridazinone, with good yields and high purity.
However, it should be noted that this route requires the use of hazardous reagents, such as oxalyl chloride and benzaldehyde, and therefore requires careful handling and control.
- Synthesis Route 2: via N-Bromosuccinimide and 2-(4-Chlorophenyl)-4,4-dimethyl-1,3-oxazolidin-3-one
This route involves the synthesis of 2-(4-chlorophenyl)-4,4-dimethyl-1,3-oxazolidin-3-one using N-bromosuccinimide as a reagent.
This intermediate is then treated with a base, such as sodium hydroxide, to form 5-iodo-2-(phenylmethyl)-3(2H)-pyridazinone.
The synthesis of 2-(4-chlorophenyl)-4,4-dimethyl-1,3-oxazolidin-3-one can be carried out by reacting 4-chlorophenyl acetate with 4,4-dimethyl-1,3-oxazolidin-3-one in the presence of a base catalyst, such as sodium hydroxide.
This reaction can be carried out in the presence of a solvent, such as DMF or DMSO, to improve the solubility of the reactants.
The reaction of 2-(4-chlorophenyl)-4,4-dimethyl-1,3-oxazolidin-3-one with N