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6-Bromo-1-isoquinolinamine is an important intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other industrial chemicals.
Due to its wide range of applications, the synthesis of 6-bromo-1-isoquinolinamine has been extensively studied, and several synthetic routes have been developed over the years.
In this article, we will discuss some of the most commonly used synthetic routes for the synthesis of 6-bromo-1-isoquinolinamine.
- Direct Bromination of Isoquinoline
One of the simplest methods for the synthesis of 6-bromo-1-isoquinolinamine involves the direct bromination of isoquinoline.
This method involves the addition of bromine to isoquinoline in the presence of a solvent such as carbon tetrachloride or chloroform.
The reaction is typically carried out under mild conditions, and the product can be isolated by filtering and washing with water.
However, this method is limited by the fact that bromine is a highly reactive halogen, and it can lead to the formation of unwanted byproducts.
- Bromination of N-Bromosuccinimide Ester of Isoquinoline
Another synthetic route to 6-bromo-1-isoquinolinamine involves the bromination of N-bromosuccinimide ester of isoquinoline.
This method involves the formation of an N-bromosuccinimide ester of isoquinoline, followed by its bromination with N-bromosuccinimide.
The reaction is typically carried out in the presence of a solvent such as acetonitrile or dichloromethane, and the product can be isolated by filtration and washing with water.
This method is more efficient than the direct bromination of isoquinoline, as the N-bromosuccinimide ester of isoquinoline is less reactive and easier to handle.
- Bromination of N-Bromoacetamide of Isoquinoline
A third synthetic route to 6-bromo-1-isoquinolinamine involves the bromination of N-bromoacetamide of isoquinoline.
This method involves the formation of N-bromoacetamide of isoquinoline, followed by its bromination with N-bromosuccinimide.
The reaction is typically carried out in the presence of a solvent such as acetonitrile or dichloromethane, and the product can be isolated by filtration and washing with water.
This method is similar to the bromination of N-bromosuccinimide ester of isoquinoline, and it is also more efficient and less reactive.
- Bromination of Isoquinoline with a Copper(II) Salt
A fourth synthetic route to 6-bromo-1-isoquinolinamine involves the bromination of isoquinoline with a copper(II) salt.
This method involves the addition of a copper(II) salt to isoquinoline in the presence of a solvent such as acetonitrile or dichloromethane.
The reaction is typically carried out under mild conditions, and the product can be isolated by filtering and washing with water.
This method is limited by the fact that copper(II) salts are expensive and may not be readily available.
- Hydrolysis of N-Bromosuccinimide Esters of Isoquinoline
A fifth synthetic route to 6-bromo-1-isoquinolinamine involves the hydrolysis of N-bromosuccinimide esters of isoquinoline.
This method involves the formation of N-bromosuccinimide esters of is
