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Quinoline iodide, also known as 2-iodoxy-1, 4-benzoxazepine, is a colorless crystalline solid that is commonly used as a reagent in organic synthesis.
It is produced through a multi-step process that involves several chemical reactions.
The production process of quinoline iodide can be broken down into several steps, including the preparation of the starting materials, the reaction steps, and the purification and isolation of the product.
Preparation of Starting Materials:
The production process of quinoline iodide begins with the preparation of the starting materials.
The first step in this process is the synthesis of 2-iodoxybenzene, which is a compound that contains a halogen group attached directly to the benzene ring.
This is typically achieved through the reaction of chlorobenzene with hydrogen iodide in the presence of a Lewis acid catalyst, such as aluminum chloride.
The resulting 2-iodoxybenzene is then purified by dissolving it in a solvent, such as ether, and filtering out the solid impurities.
The next step in the preparation of the starting materials is the synthesis of 4-aminophenol.
This is typically achieved by oxidizing 4-chlororesorcinol, a compound that contains a chlorine atom attached directly to the benzene ring, with nitric acid and sodium chlorite.
The resulting 4-aminophenol is then purified by dissolving it in a solvent, such as water, and precipitating it as a crystalline solid by adding a base, such as sodium hydroxide.
Reaction Steps:
The next step in the production process of quinoline iodide is the synthesis of quinoline iodide itself.
This is typically achieved through the reaction of 2-iodoxybenzene and 4-aminophenol in the presence of a solvent, such as acetone or ether, and a condensation agent, such as dicyclohexylcarbodiimide (DCC).
The reaction typically proceeds through a series of steps, including the formation of an imine intermediate, followed by the condensation of the imine with 2-iodoxybenzene to form a quinoline derivative.
The quinoline derivative is then reduced to the final product, quinoline iodide, through a hydride reduction step, typically using sodium hydride.
Purification and Isolation of Product:
Once the quinoline iodide has been synthesized, it must be purified and isolated from the reaction mixture.
This is typically achieved through a series of chromatographic steps, using a solvent, such as chloroform or ethyl acetate, to separate the product from any impurities.
The purified quinoline iodide is then collected as a solid, typically by precipitating it with a polar solvent, such as water.
Conclusion:
In conclusion, the production process of quinoline iodide involves several chemical reactions and purification steps.
The process begins with the preparation of the starting materials, 2-iodoxybenzene and 4-aminophenol, and then proceeds through a series of reactions to form the final product, quinoline iodide.
The purified quinoline iodide is then collected as a solid, and can be used as a reagent in a variety of organic synthesis reactions.