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The synthesis of (6-Chloro-2-methanesulfonyl-pyrimidin-4-yl)-cyclopropyl-amine, also known as MTB-3, is an important synthetic route in the chemical industry.
This compound has a wide range of applications, including use as a basic building block for the synthesis of other pharmaceuticals, agrochemicals, and other industrial chemicals.
There are several synthetic routes for the production of MTB-3, each with its own advantages and disadvantages.
The following are some of the most commonly used synthetic routes:
- The Johnson-Glomset-Tabor (JGT) synthesis:
The JGT synthesis is a commonly used route for the synthesis of MTB-3.
This synthesis involves the condensation of a substituted aromatic aldehyde with sodiumcyanide in the presence of a Lewis acid catalyst, such as aluminum chloride.
The reaction is then followed by the reduction of the resulting imine with hydrogen in the presence of a reducing agent, such as finely divided nickel or graphitized carbon.
- The Hydrogenation of Nitro compound:
Another route for the synthesis of MTB-3 is the hydrogenation of a nitro compound.
This involves the reduction of a nitro compound, such as nitrobenzene or nitrochlorobenzene, using hydrogen gas in the presence of a catalyst, such as palladium on barium sulfate.
- The Williamson Synthesis:
The Williamson synthesis is another commonly used route for the synthesis of MTB-3.
This synthesis involves the condensation of a substituted benzaldehyde with an aromatic nitrile in the presence of a Lewis acid catalyst, such as BF3.
The resulting imine is then reduced with hydrogen in the presence of a reducing agent, such as finely divided nickel or graphitized carbon.
- The Direct Nitration of Benzene:
Another route for the synthesis of MTB-3 is the direct nitration of benzene using nitric acid.
This reaction involves the addition of nitric acid to benzene, followed by the separation of the resulting nitro compound and subsequent reduction to produce MTB-3.
In conclusion, the synthesis of MTB-3 is a complex and multi-step process that can be achieved through several different synthetic routes.
Each route has its own advantages and disadvantages, and the choice of route will depend on the specific requirements of the application.
The JGT synthesis is one of the most commonly used routes, due to its simplicity and high yield.
However, other routes, such as the Williamson synthesis, may be preferred in certain cases, depending on the availability of starting materials and the desired product purity.