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6-Methyl-5-nitro-2,4(1H,3H)-pyrimidinedione is a important intermediate in the synthesis of several pharmaceuticals, agrochemicals and dyestuffs.
It has been widely studied in recent years due to its potential use as a herbicide and pesticide.
The synthesis of this compound has undergone several improvements in recent years, and several synthetic routes have been reported in the literature.
In this article, we will discuss some of the most commonly used synthetic routes for the synthesis of 6-methyl-5-nitro-2,4(1H,3H)-pyrimidinedione.
- The classical route
The classical route for the synthesis of 6-methyl-5-nitro-2,4(1H,3H)-pyrimidinedione involves the use of Hydrazoic acid as a condensing agent.
The reaction involves the nitration of 2,4-diaminopyrimidine with nitric acid, followed by condensation with hydrazoic acid to form the 6-methyl-5-nitro-2,4(1H,3H)-pyrimidinedione.
This route is relatively simple and straightforward, but it has been largely replaced by more efficient and safer synthetic routes due to the high toxicity of hydrazoic acid.
- The nitration route
Another route for the synthesis of 6-methyl-5-nitro-2,4(1H,3H)-pyrimidinedione involves the nitration of 2,4-diaminopyrimidine with nitric acid.
This reaction is typically carried out in the presence of a nitrogen source, such as ammonium nitrate, to increase the yield of the nitrated product.
This route is relatively simple and efficient, and it offers good yields of the desired product.
However, it requires careful handling of the nitric acid and the nitrogen source to avoid any accidents.
- The hydroxylation route
A third route for the synthesis of 6-methyl-5-nitro-2,4(1H,3H)-pyrimidinedione involves the hydroxylation of 2,4-diaminopyrimidine with sodium hydroxide.
This reaction is typically carried out in the presence of a solvent, such as water or methanol, and a catalyst, such as sodium nitrite or sodium hypophosphite.
This route is relatively mild and efficient, and it offers good yields of the desired product.
However, it requires careful handling of the sodium hydroxide and the solvent to avoid any accidents.
- The halogenation route
A fourth route for the synthesis of 6-methyl-5-nitro-2,4(1H,3H)-pyrimidinedione involves the halogenation of 2,4-diaminopyrimidine with chlorine or bromine.
This reaction is typically carried out in the presence of a solvent, such as carbon tetrachloride or carbon tetrabromide, and a catalyst, such as tin chloride or tin bromide.
This route is relatively mild and efficient, and it offers good yields of the desired product.
However, it requires careful handling of the halogens and the solvent to avoid any accidents.
- The electrophilic substitution route
A fifth route for the synthesis of 6-methyl-5