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6-Chloro-2-(chloromethyl)imidazo[1,2-b]pyridazine is an important pharmaceutical intermediate that has gained significant attention in recent years due to its potential therapeutic applications.
This molecule can be synthesized through various routes, both natural and synthetic.
In this article, we will discuss some of the commonly used synthetic routes for the synthesis of 6-chloro-2-(chloromethyl)imidazo[1,2-b]pyridazine.
One of the most commonly used methods for the synthesis of 6-chloro-2-(chloromethyl)imidazo[1,2-b]pyridazine involves a two-step process.
In the first step, 2-chloromethyl-1,3-imidazole is synthesized through the reaction of methyl iodide with 1,3-imidazole in the presence of a base such as sodium hydroxide.
This reaction is followed by treatment of the resulting 2-chloromethyl-1,3-imidazole with hydrogen chloride in the presence of a catalyst such as zinc chloride or aluminum chloride to form 2-(chloromethyl)imidazo[1,2-b]pyridazine-6-carboxylic acid.
Finally, the carboxylic acid is esterified with a suitable alcohol to yield 6-chloro-2-(chloromethyl)imidazo[1,2-b]pyridazine.
Another synthetic route for 6-chloro-2-(chloromethyl)imidazo[1,2-b]pyridazine involves the use of a nucleophilic substitution reaction.
In this method, 2-(chloromethyl)imidazo[1,2-b]pyridazine-6-sulphonic acid is synthesized by treating 2-chloromethyl-1,3-imidazole with sulfuric acid.
This sulphonic acid is then treated with a suitable base such as sodium hydroxide to yield 2-(chloromethyl)imidazo[1,2-b]pyridazine-6-carboxylic acid.
Finally, the carboxylic acid is esterified with a suitable alcohol to yield 6-chloro-2-(chloromethyl)imidazo[1,2-b]pyridazine.
Another route for the synthesis of 6-chloro-2-(chloromethyl)imidazo[1,2-b]pyridazine involves the use of a condensation reaction.
In this method, 2-chloromethyl-1,3-imidazole is treated with excess of 4-chloro-6-phenylpyrimidine-2-carboxylic acid in the presence of a suitable condensing agent such as dicyclohexylcarbodiimide (DCC) or hydrochloric acid.
This reaction is followed by treatment of the resulting 2-(chloromethyl)imidazo[1,2-b]pyridazine-6-carboxylic acid with a suitable base such as sodium hydroxide to yield 6-chloro-2-(chloromethyl)imidazo[1,2-b]pyridazine.
In conclusion, 6-chloro-2-(chloromethyl)imidazo[1,2-b]pyridazine can be synthesized through several synthetic routes, including nucleophilic substitution, condensation, and other methods.
The choice of synthetic route depends on various factors such as cost, reactivity, and availability of reagents.
The synthesized molecule has potential