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3-Pyridinethiol,2-amino-(9CI) is a compound that is widely used in the chemical industry.
It is a synthetic intermediate that is used in the production of various chemicals, drugs, and other products.
The synthetic routes of 3-Pyridinethiol,2-amino-(9CI) can be divided into several categories, including traditional routes, modern routes, and green routes.
Traditional routes:
Traditional routes of 3-Pyridinethiol,2-amino-(9CI) synthesis include the classical Wolff-Kishner reduction and the Paal-Knorr reaction.
The Wolff-Kishner reduction involves the reduction of 2-nitro-3-pyridineethanamine with lithium aluminum hydride (LiAlH4) in the presence of a solvent, such as ether or THF.
This process results in the formation of 3-Pyridinethiol,2-amino-(9CI), which can then be purified and used as an intermediate in further synthesis.
The Paal-Knorr reaction is another traditional route that involves the reduction of 2-nitro-3-pyridineethanamine with diborane (B2H6) in the presence of a solvent, such as ethyl ether.
This process also results in the formation of 3-Pyridinethiol,2-amino-(9CI), which can be purified and used as an intermediate.
Modern Routes:
Modern routes of 3-Pyridinethiol,2-amino-(9CI) synthesis include the use of transition metal complexes and microwave irradiation.
Transition metal complexes, such as nickel(II) and palladium(II), have been shown to be effective in the reduction of 2-nitro-3-pyridineethanamine to 3-Pyridinethiol,2-amino-(9CI) with high yields.
These processes can be carried out in a variety of solvents, including aqueous and organic solvents, and can be easily scaled up for industrial application.
Microwave irradiation is another modern route that can be used to synthesize 3-Pyridinethiol,2-amino-(9CI).
This process involves the use of microwaves to accelerate the reduction of 2-nitro-3-pyridineethanamine to 3-Pyridinethiol,2-amino-(9CI) in the presence of a solvent, such as methanol or ethanol.
This process is more efficient than traditional methods and can result in higher yields and shorter reaction times.
Green Routes:
Green routes of 3-Pyridinethiol,2-amino-(9CI) synthesis include the use of biodegradable solvents and the implementation of green catalytic systems.
Biodegradable solvents, such as ethyl lactate or 1,3-dimethyl-2-imidazolidinone (DMI), can be used instead of traditional solvents such as ether or THF.
These solvents are biodegradable and have a lower environmental impact than traditional solvents.
Green catalytic systems, such as the use of chiral Lewis acids, can also be used to synthesize 3-Pyridinethiol,2-amino-(9CI).
These systems use chiral Lewis acids, such as BINOL or BF3, to catalyze the reduction of 2-nitro-3-pyridineethanamine to 3-Pyridinethiol,2-amino-(9CI).
These systems are more environmentally friendly than traditional metal complexes and can be used in water as a solvent.
In conclusion, 3-Pyridinethiol,2-amino