The Synthetic Routes of Ethyl 3-aMinopyridazine-4-carboxylate

Ethyl 3-aminopyridazine-4-carboxylate is an important intermediate in the production of several chemicals and pharmaceuticals.
It has various applications in the production of agrochemicals, pharmaceuticals, and other chemicals.
The synthetic routes of ethyl 3-aminopyridazine-4-carboxylate can be broadly classified into two categories: synthetic routes involving nitriles and synthetic routes involving isocyanates.

Synthetic routes involving nitriles:
The first step in the synthesis of ethyl 3-aminopyridazine-4-carboxylate via nitriles involves the reaction of 3-nitropyrimidine-4-carboxylic acid with excess ethyl bromide in the presence of a solvent like DMF.
The reaction leads to the formation of ethyl 3-nitro-pyridazine-4-carboxylate.
The nitro group present in the intermediate is then reduced to amino group using a reducing agent like NaBH4 in the presence of a solvent like hydrochloric acid.
The final product, ethyl 3-aminopyridazine-4-carboxylate, is then obtained by treating the resulting amino-compound with a mineral acid like hydrochloric acid in the presence of a solvent like ether.

Synthetic routes involving isocyanates:
The synthesis of ethyl 3-aminopyridazine-4-carboxylate via isocyanates involves the reaction of 3-isocyanatopyridine-4-carboxylic acid with ethyl aminocarbamate in the presence of a solvent like acetonitrile.
The reaction leads to the formation of ethyl 3-aminopyridazine-4-carboxylate.

Advantages and Limitations of Synthetic Routes

The synthetic routes involving nitriles and isocyanates are both effective methods for the synthesis of ethyl 3-aminopyridazine-4-carboxylate.
The synthetic route involving nitriles is relatively simple and straightforward, and it can be performed using easily available reagents.
However, this route requires the use of NaBH4, which is a costly reducing agent.

The synthetic route involving isocyanates is more efficient, as it does not require the use of a reducing agent.
However, the reaction requires the use of 3-isocyanatopyridine-4-carboxylic acid, which is a more expensive reagent than 3-nitropyrimidine-4-carboxylic acid.

Applications

Ethyl 3-aminopyridazine-4-carboxylate has a wide range of applications in the chemical industry.
It is used as an intermediate in the production of herbicides, fungicides, and other agrochemicals.
It is also used in the production of pharmaceuticals and other chemicals.
The versatility and ease of synthesis of this compound make it a valuable intermediate in the production of various chemicals.

Conclusion

Ethyl 3-aminopyridazine-4-carboxylate is an important intermediate in the production of various chemicals and pharmaceuticals.
The synthetic routes involving nitriles and isocyanates are both effective methods for the synthesis of this compound.
The choice of synthetic route depends on the availability and cost of the starting materials.
The versatility and ease of synthesis of ethyl 3-aminopyridazine-4-carboxylate make it a valuable intermediate in the chemical industry.