The Synthetic Routes of 6-chloro-4-phenyl-3-(trifluoroMethyl)pyridazine

The synthesis of novel compounds is a crucial aspect of the chemical industry, as it leads to the discovery of new materials with unique properties for various applications.
One such compound is 6-chloro-4-phenyl-3-(trifluoroMethyl)pyridazine, which has found applications in various fields including pharmaceuticals, agrochemicals, and materials science.

There are several synthetic routes to 6-chloro-4-phenyl-3-(trifluoroMethyl)pyridazine, each with its own advantages and disadvantages.
In this article, we will discuss some of the most common synthetic routes to this compound, focusing on the advantages and challenges of each method.

1. Synthetic Route 1: via Hydrazoic Acid

One of the most popular synthetic routes to 6-chloro-4-phenyl-3-(trifluoroMethyl)pyridazine involves the use of hydrazoic acid.
The synthesis begins with the reaction of 4-chloro-6-phenylpyridazine with hydrazoic acid in the presence of a Lewis acid catalyst, such as AlCl3.
This leads to the formation of a diazo compound, which is then reductively aminated using a reducing agent such as hydrogen gas or a metal hydride.
The resulting intermediate is then condensed with 3-trifluoromethyl-pyridine using a condensation agent such as dicyclohexylcarbodiimide (DCC) to produce the desired compound.

Advantages:

• This route is relatively simple and does not require expensive reagents or specialized equipment.
  
• The reaction can be performed at room temperature, making it easy to handle.
  
• The produced compound can be further modified in several steps to introduce functional groups or improve its physical properties.
  

Challenges:

• The reaction involves the use of a strong acid, which can lead to safety concerns.
  
• The reaction may produce unwanted side products, such as the formation of impurities or unreacted starting materials.
  

2. Synthetic Route 2: via Chloramination

Another synthetic route to 6-chloro-4-phenyl-3-(trifluoroMethyl)pyridazine involves the use of chloramination.
This route involves the reaction of 4-chloro-6-phenylpyridazine with chloramine gas in the presence of a solvent such as DMF or NMP.
The resulting intermediate is then treated with excess trifluoromethyl-pyridine in the presence of a coupling agent such as DCC to produce the desired compound.

Advantages:

• This route can be performed at room temperature, making it easy to handle.
  
• The produced compound does not contain any metal ions, which can be advantageous for certain applications.
  
• The reaction can be easily scaled up to produce large quantities of the compound.
  

Challenges:

• The use of chloramine gas can be hazardous, and proper safety measures must be taken to prevent accidents.
  
• The solvent used in the reaction can be expensive and may produce unwanted side products.
  
• The reaction may produce unwanted side products, such as the formation of impurities or unreacted starting materials.
  

3. Synthetic Route 3: via Naphthalene-1,8-dicarboxylic acid

A third synthetic route to 6-chloro-4-phenyl-3-(trifluoroMethyl)pyridazine involves the use of naphthalene-1,8-dicarboxylic acid.
The synthesis begins with the reaction of 4-chloro-6-phenylpyridazine with naphthalene-1,8-dicarboxylic acid in the presence of a solvent such as acetonitrile