The Synthetic Routes of 2-(6-CHLOROPYRIDAZIN-3-YL)-2-(4-METHYLPHENYL)ACETONITRILE

2-(6-Chloropyridazin-3-yl)-2-(4-methylphenyl)acetonitrile, commonly referred to as MPTAC, is an organic compound that is widely used as a building block in the synthesis of various chemicals and pharmaceuticals.
The synthesis of MPTAC can be achieved through several methods, each with its own advantages and disadvantages.
In this article, we will explore the three most commonly used synthetic routes for the production of MPTAC.

Route 1: via Hydrazone Derivative

The first synthetic route for the production of MPTAC involves the formation of a hydrazone derivative.
The process can be outlined as follows:

• Chlorination of 2-aminopyridine to form 2-chloropyridine
• Coupling of 2-chloropyridine with 4-methylphenylamine to form the hydrazone derivative
• Reduction of the hydrazone derivative using a reducing agent such as lithium aluminum hydride (LiAlH4) to form 2-(6-chloropyridazin-3-yl)-2-(4-methylphenyl)acetone

This route is relatively simple and effective, and is often used as a starting point for the synthesis of more complex compounds.
However, it does require the use of hazardous reagents such as LiAlH4, and the reduction step can be challenging to optimize.

Route 2: via N-Cyanation of Benzaldehyde

The second synthetic route for the production of MPTAC involves the N-cyanation of benzaldehyde.
The process can be outlined as follows:

• N-Cyanation of benzaldehyde using sodium cyanide (NaCN) to form N-cyanobenzaldehyde
• Coupling of N-cyanobenzaldehyde with 2-amino-6-chloropyridine to form 2-(6-chloropyridazin-3-yl)-2-(4-methylphenyl)acetonitrile

This route is also a relatively simple and effective method for the synthesis of MPTAC.
However, it does require the use of NaCN, which is a hazardous reagent, and the N-cyanation step can be challenging to optimize.

Route 3: via Staudinger Reduction of Nitrile

The third and most commonly used synthetic route for the production of MPTAC involves the Staudinger reduction of a nitrile.
The process can be outlined as follows:

• Nitration of 2-aminopyridine to form 2-nitropyridine
• Reduction of 2-nitropyridine using a reducing agent such as trimethylsilyl diazide (TMS-diazide) in the presence of a phase transfer catalyst, such as pyridine, to form a nitrile
• Coupling of the nitrile with 4-methylphenylamine to form 2-(6-chloropyridazin-3-yl)-2-(4-methylphenyl)acetonitrile

This route is relatively simple, efficient, and does not require the use of hazardous reagents.
The reduction step can be easily optimized, and the use of a phase transfer catalyst allows for the easy recovery of the product.

In conclusion, there are several synthetic routes available for the production of MPTAC, each with its own advantages and disadvantages.
The choice of route will depend on the specific requirements of the synthesis and the availability of the necessary reagents.
The Staudinger reduction of nitrile is the most commonly used route and is a safe and efficient method for the synthesis of MPTAC.