The Production Process of 6-Bromo-3,4-dihydro-1H-[1,8]naphthyridin-2-one

The Production Process of 6-Bromo-3,4-dihydro-1H-[1,8]naphthyridin-2-one in the Chemical Industry

6-Bromo-3,4-dihydro-1H-[1,8]naphthyridin-2-one is an important intermediate in the synthesis of various pharmaceuticals, pesticides, and other chemical products.
The production process of this compound involves several stages, including chemical reactions, purification, and isolation.
In this article, we will discuss the production process of 6-bromo-3,4-dihydro-1H-[1,8]naphthyridin-2-one in the chemical industry.

Step 1: Preparation of 2,3-dimethyl-1,4-benzenediol
The first step in the production process of 6-bromo-3,4-dihydro-1H-[1,8]naphthyridin-2-one is the preparation of 2,3-dimethyl-1,4-benzenediol.
This compound is synthesized by the reaction of dimethyl sulfate with 1,4-benzenediol in the presence of a catalyst, such as zinc chloride.
The reaction is carried out in a solvent, such as acetone or DMF, at a temperature of approximately 50°C.

Step 2: Condensation of 2,3-dimethyl-1,4-benzenediol with 1-bromo-2,3-dimethylbenzene
The next step is the condensation of 2,3-dimethyl-1,4-benzenediol with 1-bromo-2,3-dimethylbenzene in the presence of a condensation agent, such as pyridine.
This reaction is carried out at a temperature of approximately 100°C in a solvent, such as benzene or toluene.

Step 3: Hydrolysis of the Condensation Product
The condensation product from the previous step is then hydrolyzed using a strong acid, such as hydrochloric acid, in the presence of an alkalinesolvent, such as sodium hydroxide.
This reaction is carried out at a temperature of approximately 50°C.

Step 4: Isolation of the Product
The product from the previous step is then isolated and purified by crystallization or chromatography.
This step is crucial to remove any impurities and ensure the purity of the final product.

Step 5: Bromination of the Purified Product
The final step in the production process of 6-bromo-3,4-dihydro-1H-[1,8]naphthyridin-2-one is the bromination of the purified product using a reactive bromine gas in the presence of a catalyst, such as pyridine.
This reaction is carried out at a temperature of approximately 50°C in a solvent, such as acetone or benzene.

Overview of the Production Process
The production process of 6-bromo-3,4-dihydro-1H-[1,8]naphthyridin-2-one in the chemical industry involves several stages, including the preparation of 2,3-dimethyl-1,4-benzenediol, the condensation of 2,3-dimethyl-1,4-benzenediol with 1-bromo-2,3-dimethylbenzene, hydrolysis of the condensation product, isolation of the product, and bromination of the purified product.
Each step in the process must be carried out with care and precision to ensure the purity and quality of the final product.