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The synthesis of 6-chloroimidazo[1,2-b]pyridazine-3-carboxaldehyde is an important step in the production of various pharmaceuticals and agrochemicals.
This compound is a common intermediate in the synthesis of drugs such as clozapine, haloperidol, and thiotepa.
It is also used in the production of pesticides and herbicides.
There are several synthetic routes available for the production of 6-chloroimidazo[1,2-b]pyridazine-3-carboxaldehyde.
The choice of route depends on factors such as the scale of production, the availability of starting materials, and the desired purity of the final product.
One of the most common synthetic routes involves the condensation of 6-chloro-N-(3-hydroxy-4-pyridinyl)imidazo[1,2-d]pyridine-2,6-dione with aromatic aldehydes.
This reaction is carried out in the presence of a Lewis acid catalyst, such as aluminum chloride or sulfuric acid.
The reaction conditions are adjusted to optimize the yield and purity of the product.
Another synthetic route involves the condensation of 6-chloroimidazo[1,2-b]pyridazine-3-carboxylic acid with aromatic aldehydes in the presence of a strong acid catalyst, such as hydrochloric acid or sulfuric acid.
The reaction is carried out at elevated temperatures and pressures, and the product is isolated by precipitation with a polar solvent, such as ether or methanol.
In another synthetic route, 6-chloroimidazo[1,2-b]pyridazine-3-carboxaldehyde is prepared by the reduction of 6-chloroimidazo[1,2-b]pyridazine-3-carboxylic acid with lithium aluminum hydride (LiAlH4) in the presence of a polar solvent, such as ethanol or methanol.
The reaction is carried out at a moderate temperature, and the product is isolated by filtration and washing with water.
In another route, 6-chloroimidazo[1,2-b]pyridazine-3-carboxaldehyde is synthesized by the reaction of 6-chloroimidazo[1,2-b]pyridazine-3-carboxylic acid with formaldehyde in the presence of a base catalyst, such as sodium hydroxide or potassium hydroxide.
The reaction is carried out at elevated temperatures and pressures, and the product is isolated by precipitation with a polar solvent, such as ether or methanol.
Overall, the synthetic routes for 6-chloroimidazo[1,2-b]pyridazine-3-carboxaldehyde vary but there are several alternative methods available depending on the desired product characteristics and the starting materials used.
Chemical companies and researchers have to evaluate the different options andSelect the appropriate route depending on the desired product characteristics and the starting materials used.