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The production process of 5,7-dichloro-4-hydroxy-2-(trifluoromethyl)quinoline, commonly referred to as CD400, is a complex and multi-step process that involves several chemical reactions.
CD400 is a widely used intermediate in the production of various pharmaceuticals, agrochemicals, and other chemical products.
In this article, we will discuss the various steps involved in the production of CD400 in the chemical industry.
- Preparation of 4-chloro-7-nitro-2,1,3-benzoxadiazole
The production of CD400 begins with the preparation of 4-chloro-7-nitro-2,1,3-benzoxadiazole.
This compound is prepared by a multi-step reaction process that involves the nitration of 2,1,3-benzoxadiazole with nitric acid, followed by chlorination with chlorine gas. - Hydrolysis of 4-chloro-7-nitro-2,1,3-benzoxadiazole
Next, the 4-chloro-7-nitro-2,1,3-benzoxadiazole is hydrolyzed using hydrochloric acid.
This step is necessary to convert the nitro group into a hydroxyl group. - Chlorination of 2-amino-5-chlorobenzene
The next step is the chlorination of 2-amino-5-chlorobenzene.
This compound is prepared by treating 2-aminobenzene with chlorine water.
The chlorination of 2-amino-5-chlorobenzene is carried out with bleach (sodium hypochlorite) in the presence of a solvent such as toluene. - Fries rearrangement of 2-chloro-5-hydroxybenzaldehyde
The 2-chloro-5-hydroxybenzaldehyde is then subjected to a Fries rearrangement reaction.
This involves the addition of sodium hydroxide to the aldehyde, followed by heating to trigger the rearrangement reaction. - Nitration of 5-hydroxy-2-chlorobenzaldehyde
The 5-hydroxy-2-chlorobenzaldehyde is then nitrated with nitric acid to form 5-hydroxy-2-chloro-1,3-benzoxadiazole. - Dehydrochlorination of 5,7-dichloro-4-hydroxy-2-(trifluoromethyl)quinoline
Finally, the 5,7-dichloro-4-hydroxy-2-(trifluoromethyl)quinoline is prepared by treating 5-hydroxy-2-chloro-1,3-benzoxadiazole with lithium hydroxide in dimethylformamide.
This step is known as dehydrochlorination and is necessary to remove the chlorine atoms from the compound.
In conclusion, the production process of CD400 involves several chemical reactions and requires the use of various chemicals and reagents.
The process can be carried out on a large scale in a chemical plant, with appropriate safety measures in place to ensure the safety of workers and the environment.
The availability of CD400 as an intermediate has greatly facilitated the production of various pharmaceuticals and other chemical products.