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The 7-amino-3-cyanonapyrazolo[1,5-a]pyrimidin-6-yl cyanide is an important compound in the field of organic synthesis and has numerous applications in the pharmaceutical, agrochemical, and chemical industries.
The synthesis of this compound can be achieved through several synthetic routes, each with its own advantages and disadvantages.
In this article, we will discuss some of the most commonly used synthetic routes for the synthesis of 7-amino-3-cyanonapyrazolo[1,5-a]pyrimidin-6-yl cyanide.
- Synthesis via Hydrazoic Acid Route:
One of the most commonly used synthetic routes for the synthesis of 7-amino-3-cyanonapyrazolo[1,5-a]pyrimidin-6-yl cyanide involves the reaction of 7-aminopyrazolo[1,5-a]pyrimidine-6-carboxylic acid with sodium hydroxide, followed by the treatment with hydrazoic acid.
The reaction is typically carried out in an aqueous medium, and the product is isolated by precipitation with sodium chloride.
Advantages:
- The reaction is relatively simple and can be carried out in aqueous medium.
- The reaction is highly selective and provides high yields of the desired product.
Disadvantages:
- The reaction involves the use of hazardous reagents such as hydrazoic acid.
- The reaction requires careful handling and disposal of the hazardous reagents.
- Synthesis via Hydrazine Route:
Another common method for the synthesis of 7-amino-3-cyanonapyrazolo[1,5-a]pyrimidin-6-yl cyanide is via the hydrazine route.
In this route, 7-amino-3-cyanonapyrazolo[1,5-a]pyrimidine-6-carboxylic acid is treated with hydrazine in the presence of a polar solvent such as dioxane or dimethylformamide.
The product is then isolated by filtration and washing with water.
Advantages:
- The reaction is relatively simple and can be carried out in a polar solvent.
- The reaction provides high yields of the desired product.
Disadvantages:
- The reaction can generate hazardous byproducts such as hydrazoic acid and ammonia.
- The reaction requires careful handling and disposal of the hazardous reagents.
- Synthesis via Chloramine T Route:
The third synthetic route for the synthesis of 7-amino-3-cyanonapyrazolo[1,5-a]pyrimidin-6-yl cyanide is via the chloramine T route.
In this route, 7-amino-3-cyanonapyrazolo[1,5-a]pyrimidine-6-carboxylic acid is treated with chloramine T in the presence of a solvent such as acetonitrile or dichloromethane.
The product is then isolated by filtration and washing with water.
Advantages:
- The reaction is relatively simple and can be carried out in a non-aqueous solvent.
- The reaction provides high yields of the desired product.
Disadvantages:
- The reaction can generate hazardous byproducts such as chloramine gas and carboxylic acid.
- The reaction requires careful handling and disposal of the hazardous reagents.
- Synthesis via Urea Route:
Another synthetic route for the synthesis of 7-amino-3-cyanonapyrazolo[1,5-a]pyrimidin-6-yl cyanide