The Synthetic Routes of 6-(Aminomethyl)-2(1H)-pyridinone

6-(Aminomethyl)-2(1H)-pyridinone is an important organic compound that is widely used in the pharmaceutical, agrochemical, and chemical industries.
It is used as an intermediate in the production of various drugs, pesticides, and other chemicals.
The compound can be synthesized through several synthetic routes, each with its own advantages and disadvantages.
In this article, we will discuss three of the most commonly used synthetic routes for the synthesis of 6-(amimethyl)-2(1H)-pyridinone.

Route 1: via N-Amination of 2-Pyridone

The first synthetic route for 6-(aminomethyl)-2(1H)-pyridinone involves the N-amination of 2-pyridone.
This route is relatively simple and cost-effective, making it a popular choice in the chemical industry.
The synthesis process involves the following steps:

1. Preparation of 2-Pyridone
2. Preparation of N-Chlorosuccinimide (NCS)
3. N-Amination of 2-Pyridone with NCS
4. Deprotection of Amine Nitrogen

In the first step, 2-pyridone is prepared by a known chemical reaction.
In the second step, N-chlorosuccinimide (NCS) is prepared by the reaction of chloroform with succinic acid.
The NCS is then used in the third step to N-aminate the 2-pyridone, forming 6-(aminomethyl)-2(1H)-pyridinone.
In the final step, the amine nitrogen is deprotected using hydrogenation or another suitable method.

Route 2: via Williamson Ether Synthesis

The second synthetic route for 6-(aminomethyl)-2(1H)-pyridinone is the Williamson ether synthesis.
This route involves the reaction of a monol (or monochloro compound) with a short-chain alkyl halide in the presence of a base, such as sodium hydroxide.
The synthesis process involves the following steps:

1. Preparation of Monol
2. Preparation of Short-Chain Alkyl Halide
3. Williamson Ether Synthesis
4. Dehalogenation and Deprotection

In the first step, the monol is prepared by a known chemical reaction.
The monol is then used in the second step to react with a short-chain alkyl halide, such as methyl iodide, in the presence of sodium hydroxide.
This reaction forms an ether, which is then dehalogenated and deprotected to form 6-(aminomethyl)-2(1H)-pyridinone.

Route 3: via Knoevenagel Condensation

The third synthetic route for 6-(aminomethyl)-2(1H)-pyridinone is the Knoevenagel condensation.
This route involves the condensation of an aromatic aldehyde, such as benzaldehyde, with an amine, such as aniline, in the presence of a condensation agent, such as acetic anhydride.
The synthesis process involves the following steps:

1. Preparation of Aromatic Aldehyde
2. Preparation of Aniline
3. Knoevenagel Condensation
4. Dealcoholation and Dehydration

In the first step, the aromatic aldehyde is prepared by a known chemical reaction.
In the second step, the aniline is prepared by a similar reaction.
The two compounds are then combined with a condensation agent, such as acetic anhydride, and the reaction is carried out under suitable conditions.
The resulting product is then dealcoholated and dehyd