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3-Pyridinemethanamine, 5-chloro-(9CI) is an organic compound that is widely used in various chemical reactions and synthesis processes.
Its synthetic routes can be broadly classified into two categories: the conventional route and the synthetic route.
Conventional Route:
The conventional route to synthesize 3-Pyridinemethanamine, 5-chloro-(9CI) involves several steps that include the following:
- Conversion of acetylene to vinyl acetate: Acetylene is treated with a dilute hydrochloric acid to yield vinyl acetate.
- Vinylation of pyridine: Vinyl acetate is treated with pyridine in the presence of a solvent to yield 3-vinylpyridine.
- Chlorination of 3-vinylpyridine: 3-vinylpyridine is treated with chlorine in the presence of a solvent and a catalyst to yield 3-chlorovinylpyridine.
- Reduction of 3-chlorovinylpyridine: 3-chlorovinylpyridine is treated with hydrogen in the presence of a catalyst to yield 3-pyridinemethanamine, 5-chloro-(9CI).
- Purification: The obtained product is purified to remove any impurities and to achieve a desired level of purity.
The conventional route to synthesize 3-Pyridinemethanamine, 5-chloro-(9CI) has been widely used for many years, and it is still used in some industries.
However, this method has several disadvantages such as high cost, low yield, and the use of hazardous chemicals.
Synthetic Route:
The synthetic route to synthesize 3-Pyridinemethanamine, 5-chloro-(9CI) involves several steps that include the following:
- Preparation of the starting material: The synthesis of 3-Pyridinemethanamine, 5-chloro-(9CI) requires the preparation of the starting material, which is 2-amino-5-chloropyridine.
- Protection of the amino group: The amino group in 2-amino-5-chloropyridine is protected with a suitable protecting group such as TBAH (tetrabutylammonium hydride) to minimize its reactivity.
- Electrophilic substitution: The protected amino group in 2-amino-5-chloropyridine is subjected to electrophilic substitution reactions to introduce the desired functional groups.
In the case of 3-Pyridinemethanamine, 5-chloro-(9CI), the desired functional group is a pyridine ring substituted with a methylamine group. - Deprotection: The protecting group is removed from the amino group to yield 3-Pyridinemethanamine, 5-chloro-(9CI).
- Purification: The obtained product is purified to remove any impurities and to achieve a desired level of purity.
The synthetic route to synthesize 3-Pyridinemethanamine, 5-chloro-(9CI) is more efficient and cost-effective than the conventional route.
It involves the use of fewer steps, less hazardous chemicals, and yields a higher yield of the desired product.
Advantages of the Synthetic Route:
The synthetic route to synthesize 3-Pyridinemethanamine, 5-chloro-(9CI) has several advantages over the conventional route, including:
- High yield: The synthetic route to synthesize 3-Py