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The production process of 4-chloro-7-(3-chloro-propoxy)-6-methoxy-quinoline-3-carbonitrile involves a series of chemical reactions that convert the starting materials into the desired product.
In the chemical industry, this process can be carried out on a large scale using various chemical reactors, such as batch reactors, continuous stirred-tank reactors (CSTRs), and fluidized bed reactors.
Step 1: Preparation of 3-chloro-propyl chloride
The production of 4-chloro-7-(3-chloro-propoxy)-6-methoxy-quinoline-3-carbonitrile begins with the preparation of 3-chloro-propyl chloride.
This is typically done by chlorinating propylene with chlorine gas, using a catalyst such as aluminum chloride or sulfuric acid.
Step 2: Addition of methylene chloride
Next, the 3-chloro-propyl chloride is treated with methylene chloride to form the desired intermediate.
This reaction is typically carried out in the presence of a solvent, such as dichloromethane, and a catalyst such as dimethylformamide or hydrochloric acid.
Step 3: Nitration of the intermediate
The intermediate is then nitrated using nitric acid to form the 3-chloro-7-(3-chloro-propoxy)-6-methoxy-quinoline-2-one.
This reaction is typically carried out in the presence of a solvent, such as water, and a catalyst such as iron(III) chloride or sulfuric acid.
Step 4: Reduction of the nitro group
The nitro group in the product from step 3 can be reduced to form the desired product using a reducing agent such as lithium aluminum hydride (LiAlH4).
This reaction is typically carried out in the presence of an inert solvent, such as ether, and a catalyst such as aluminum oxide or activated charcoal.
Step 5: Carbonitrile formation
Finally, the product from step 4 is treated with carbonitrile in the presence of a solvent, such as toluene, and a catalyst such as palladium-on-charcoal or ruthenium(II) chloride.
This reaction converts the product into the desired 4-chloro-7-(3-chloro-propoxy)-6-methoxy-quinoline-3-carbonitrile.
In conclusion, the production process of 4-chloro-7-(3-chloro-propoxy)-6-methoxy-quinoline-3-carbonitrile involves a series of chemical reactions that can be carried out on a large scale using various chemical reactors.
The process begins with the preparation of 3-chloro-propyl chloride, which is treated with methylene chloride to form the desired intermediate.
The intermediate is then nitrated using nitric acid, and the nitro group is reduced to form the final product.
The product can be further processed to purify it and achieve the desired purity level.