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6-(2-Hydroxyphenyl)-3(2H)-pyridazinone is a compound that is commonly used in various industrial applications.
This compound can be synthesized through several different routes, and each route has its own advantages and disadvantages.
In this article, we will discuss some of the most commonly used synthetic routes for 6-(2-hydroxyphenyl)-3(2H)-pyridazinone and their applications in the chemical industry.
Route 1: via N-Boc-L-alanine
This route involves the synthesis of N-Boc-L-alanine, which is then converted into 6-(2-hydroxyphenyl)-3(2H)-pyridazinone.
The first step in this route involves the synthesis of N-Boc-L-alanine, which is accomplished by reacting L-alanine with N-Boc-anhydride in the presence of a base such as sodium hydroxide.
The reaction is then quenched with water and the product is extracted with a solvent such as ethyl acetate.
The resulting organic phase is then dried and the solvent is removed under reduced pressure, yielding N-Boc-L-alanine.
The next step involves the conversion of N-Boc-L-alanine into 6-(2-hydroxyphenyl)-3(2H)-pyridazinone.
This is accomplished by hydrolyzing the Boc protecting group using a strong acid such as hydrochloric acid or sulfuric acid.
The resulting product is then treated with potassium carbonate and the mixture is stirred for several hours.
The reaction is then quenched with water and the product is extracted with a solvent such as ethyl acetate.
The resulting organic phase is dried and the solvent is removed under reduced pressure, yielding 6-(2-hydroxyphenyl)-3(2H)-pyridazinone.
Route 2: via 3-nitro-L-alanine
This route involves the synthesis of 3-nitro-L-alanine, which is then converted into 6-(2-hydroxyphenyl)-3(2H)-pyridazinone.
The first step in this route involves the synthesis of 3-nitro-L-alanine, which is accomplished by reacting L-alanine with nitric acid in the presence of a solvent such as acetonitrile.
The reaction is then quenched with water and the product is extracted with a solvent such as ethyl acetate.
The resulting organic phase is then dried and the solvent is removed under reduced pressure, yielding 3-nitro-L-alanine.
The next step involves the conversion of 3-nitro-L-alanine into 6-(2-hydroxyphenyl)-3(2H)-pyridazinone.
This is accomplished by hydrolyzing the nitro group using a strong base such as sodium hydroxide.
The resulting product is then treated with potassium carbonate and the mixture is stirred for several hours.
The reaction is then quenched with water and the product is extracted with a solvent such as ethyl acetate.
The resulting organic phase is dried and the solvent is removed under reduced pressure, yielding 6-(2-hydroxyphenyl)-3(2H)-pyridazinone.
Route 3: via N-Boc-L-alanine-L-alanine
This route involves the synthesis of N-Boc-L-alanine-L-alanine, which is then converted into 6-(2-hydroxyphenyl)-3(2H)-pyridazinone.
The first step in this route involves the synthesis of N-Boc-L-alanine, which is accomplished by reacting L-alanine with N-Boc-anhydride