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The synthesis of organic compounds is a crucial aspect of the chemical industry, and the synthesis of 6,7-dichloro-3-(trifluoromethyl)-2(1H)-quinoxalinone is a challenging but important synthetic route.
The goal of this article is to provide a comprehensive overview of the synthetic routes of this compound and their significance in the chemical industry.
6,7-Dichloro-3-(trifluoromethyl)-2(1H)-quinoxalinone is a synthetic intermediate that finds applications in the production of pharmaceuticals, agrochemicals, and other chemical products.
As such, the synthesis of this compound is of great interest to chemical companies and researchers.
There are several synthetic routes to this compound, which vary in terms of the starting materials, reaction conditions, and complexity of the synthesis.
In this article, we will discuss some of the most commonly used synthetic routes for the synthesis of 6,7-dichloro-3-(trifluoromethyl)-2(1H)-quinoxalinone.
One of the most common synthetic routes to 6,7-dichloro-3-(trifluoromethyl)-2(1H)-quinoxalinone is the route based on ylide formation.
In this route, the starting material is a halogenated alkyne, such as 3-iodopropene or 3-bromopropene, which is reacted with a dialkylzinide, such as diethylzinc or dimethylzinc, in the presence of a Lewis acid catalyst, such as aluminum chloride or ferric chloride.
The reaction proceeds through a sequence of conformational changes, resulting in the formation of the ylide intermediate, which undergoes a series of ring-closing reactions to form the final product.
Another common synthetic route to 6,7-dichloro-3-(trifluoromethyl)-2(1H)-quinoxalinone is the route based on the reaction of an a,a-diketonate with an alkyl halide.
In this route, the starting material is an a,a-diketonate, such as 2,5-diketo-1,3-oxazolidin-3-one or 1,3-oxazolidin-2-one, which is reacted with an alkyl halide, such as chloroformate or bromoformate, in the presence of an organocatalyst, such as 1,8-diazabicycloundec-7-ene or dichloro(1,3-oxazolidin-2-yl)methane.
The reaction proceeds through a sequence of condensation reactions, resulting in the formation of the final product.
A third route to 6,7-dichloro-3-(trifluoromethyl)-2(1H)-quinoxalinone is the route based on the reaction of an amide with a halogen acid.
In this route, the starting material is an amide, such as acetamide or benzamide, which is reacted with a halogen acid, such as hydrochloric acid or trifluoromethane sulfonic acid, in the presence of a catalyst, such as aluminum chloride or ruthenium dioxide.
The reaction proceeds through a sequence of condensation reactions, resulting in the formation of the final product.
It is worth noting that these synthetic routes are not mutually exclusive, and they can be combined or modified in various ways to produce the desired product.
For example, it is possible to use a combination of ylide formation and amide condensation to synthesize 6,7-dichloro-3-(trifluoromethyl)-2(1H)-quinoxalinone.
Additionally,