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Instruction of 3-Bromoquinolin-5-amine in Chemical Industry: A Comprehensive Guide
3-Bromoquinolin-5-amine is an important intermediate chemical used in the production of various pharmaceuticals, agrochemicals, and other industrial products.
It is also known as 3-bromo-5-quinolinamine or BQA.
The preparation and use of 3-Bromoquinolin-5-amine is an essential part of the chemical industry.
In this article, we will provide an instruction on the preparation and use of 3-Bromoquinolin-5-amine in the chemical industry.
Preparation of 3-Bromoquinolin-5-amine
The preparation of 3-Bromoquinolin-5-amine typically involves several steps.
The following is a general procedure for the preparation of 3-Bromoquinolin-5-amine:
Step 1: Chlorination of 3-Quinolinecarboxylic acid
3-Quinolinecarboxylic acid is treated with chlorine gas in the presence of a Lewis acid catalyst, such as aluminum chloride, to form 3-Chloro-5-quinolinecarboxylic acid.
Step 2: Nitration of 3-Chloro-5-quinolinecarboxylic acid
3-Chloro-5-quinolinecarboxylic acid is treated with nitric acid to form 3-Nitro-5-quinolinecarboxylic acid.
Step 3: Reduction of 3-Nitro-5-quinolinecarboxylic acid
3-Nitro-5-quinolinecarboxylic acid is treated with hydrogen in the presence of a reducing agent, such as palladium-on-charcoal, to form 3-Amino-5-quinolinecarboxylic acid.
Step 4: Bromination of 3-Amino-5-quinolinecarboxylic acid
3-Amino-5-quinolinecarboxylic acid is treated with bromine in the presence of a Lewis acid catalyst, such as aluminum bromide or iron(III) bromide, to form 3-Bromo-5-quinolinecarboxylic acid.
Step 5: Dehydration of 3-Bromo-5-quinolinecarboxylic acid
3-Bromo-5-quinolinecarboxylic acid is treated with anhydrous sodium sulfate in the presence of a dehydrating agent, such as phosphorus tribromide, to form 3-Bromoquinolin-5-amine.
Use of 3-Bromoquinolin-5-amine
3-Bromoquinolin-5-amine is used as an intermediate in the production of various pharmaceuticals, agrochemicals, and other industrial products.
It is also used as a building block in the synthesis of other quinoline-based compounds.
The following are some examples of the use of 3-Bromoquinolin-5-amine:
- Anti-inflammatory drugs: 3-Bromoquinolin-5-amine is used in the synthesis of nonsteroidal anti-inflammatory drugs (NSAIDs), such as ibuprofen and naproxen.
- Herbicides: 3-Bromoquinolin-5-amine is used in the synthesis of herbicides, such as imidazolinone herbicides.
- Insecticides: 3-Bromoquinolin-5-amine is used in the synthesis of insecticides, such as neonicotinoids.
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