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The production process of 1,3-dichloro-7-fluoroisoquinoline, also known as 7-fluoro-1,3-dichloro-2H-isoquinoline, is a complex multistep process that involves several chemical reactions and purification steps.
The final product is a white to off-white solid that is used as an intermediate in the production of various pharmaceuticals and other chemicals.
The production process of 1,3-dichloro-7-fluoroisoquinoline can be broken down into the following steps:
- Synthesis of 7-fluoro-2-methylquinoline: This step involves the reaction of methylanthranilate with H2SO4 to form 2-methylanthranilate, which is then treated with H2O2 to form 7-fluoro-2-methylquinoline.
- Synthesis of 1,3-dichloro-2-methylquinoline: This step involves the chlorination of 7-fluoro-2-methylquinoline using HCl gas to form 1,3-dichloro-2-methylquinoline.
- Synthesis of 1,3-dichloro-7-fluoroisoquinoline: This step involves the condensation of 1,3-dichloro-2-methylquinoline with 7-fluoroisatin using an appropriate condensation agent, such as pyridine.
- Purification of the product: The final product is typically purified using a combination of techniques, such as recrystallization, chromatography, and distillation, to remove any impurities and ensure the chemical purity of the final product.
The synthesis of 7-fluoro-2-methylquinoline is a key step in the production process of 1,3-dichloro-7-fluoroisoquinoline.
This intermediate can be synthesized using a variety of methods, including the reaction of methylanthranilate with H2SO4 to form 2-methylanthranilate, which is then treated with H2O2 to form 7-fluoro-2-methylquinoline.
The synthesis of 1,3-dichloro-2-methylquinoline involves the chlorination of 7-fluoro-2-methylquinoline using HCl gas.
This can be achieved using a variety of methods, including the reaction of 7-fluoro-2-methylquinoline with HCl gas in the presence of a solvent, such as ethyl acetate or dichloromethane.
The synthesis of 1,3-dichloro-7-fluoroisoquinoline involves the condensation of 1,3-dichloro-2-methylquinoline with 7-fluoroisatin using an appropriate condensation agent, such as pyridine.
This step can be performed using a variety of conditions, including heating the mixture under reflux or using a chemical catalyst, such as 4-dimethylaminopyridine (DMAP).
The final product is typically purified using a combination of techniques, such as recrystallization, chromatography, and distillation, to remove any impurities and ensure the chemical purity of the final product.
Recrystallization involves dissolving the final product in a suitable solvent, such as water or ethanol, and then allowing the solution to cool and recrystallize.
Chromatography involves passing the final product through a column packed with a stationary phase, such as silica gel or alumina, to separate the component molecules based on their adsorption properties.
Distillation involves heating the final product to volatilize the lower boiling point components and separate them from the higher boiling point components.
The production process