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The production process of 2-methoxyquinoline-3-boronic acid is a multi-step process that involves several chemical reactions.
The basic starting material is a compound called 2-methoxy-1,4-benzenedimethanamine, which is converted into 2-methoxyquinoline-3-boronic acid through a series of reactions.
The production process can be broken down into the following steps:
- Oxidation of p-xylene: The production of 2-methoxy-1,4-benzenedimethanamine begins with the oxidation of p-xylene, which is a compound obtained from the distillation of crude oil.
P-xylene is treated with a solution of hydrogen peroxide and sodium hydroxide to form paraxylene, which is then purified and used as the starting material for the next step. - Diamination of paraxylene: Paraxylene is treated with an excess of water and sodium hydroxide to produce hydroxybenzene, which is then converted into paraxylene diamine by treating it with sodium hydride and then hydrolyzing the resulting sodium salt.
- Reduction of paraxylene diamine: Paraxylene diamine is reduced using hydrogen in the presence of a catalyst such as palladium on barium oxide to produce 2-methoxy-1,4-benzenedimethanamine.
- Boration of 2-methoxy-1,4-benzenedimethanamine: 2-methoxy-1,4-benzenedimethanamine is treated with boric acid and sodium hydroxide to produce 2-methoxyquinoline-3-boronic acid.
- Purification and isolation: The final product, 2-methoxyquinoline-3-boronic acid, is purified and isolated by crystallization, filtration, and drying.
The above process is a simplified version of the actual production process, which may involve additional steps such as solvent extraction and distillation to purify the intermediate compounds.
The choice of reagents and conditions in each step can also have a significant impact on the yield and purity of the final product.
One of the challenges in the production of 2-methoxyquinoline-3-boronic acid is the high cost of boric acid, which is used as a key reagent in the boration step.
Boric acid is an expensive and limited resource, and its availability and cost can have a significant impact on the economic viability of the production process.
Another challenge is the high reaction temperature and pressure required for some of the steps in the process.
The oxidation of p-xylene and the boration step both require high temperatures and pressures, and this can result in high energy consumption and operational costs.
Despite these challenges, the production of 2-methoxyquinoline-3-boronic acid is an important process in the chemical industry, as it is used in the synthesis of a wide range of chemicals, pharmaceuticals, and materials.
With advances in catalytic and reactor technology, the production process is becoming more efficient and cost-effective, making it an even more valuable resource for the chemical industry.