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Synthetic Routes of 6-Methyl-3-Pyridazinecarboxylic Acid in the Chemical Industry: An Overview
6-Methyl-3-pyridazinecarboxylic acid is an organic compound that has been used in various industrial applications, including as a building block for the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals.
The synthesis of 6-methyl-3-pyridazinecarboxylic acid can be achieved through several synthetic routes, each with its own advantages and disadvantages.
In this article, we will discuss the most commonly used synthetic routes for the production of 6-methyl-3-pyridazinecarboxylic acid.
- Aniline Malonic Acid Route
The aniline malonic acid route is one of the most commonly used synthetic routes for the production of 6-methyl-3-pyridazinecarboxylic acid.
The process involves the condensation of aniline and malonic acid in the presence of a base, such as sodium hydroxide.
The reaction involves the formation of anilide-malonate salt, which is then hydrolyzed to yield 6-methyl-3-pyridazinecarboxylic acid.
Advantages:
- The reaction involves commonly available starting materials, making it relatively easy and inexpensive to produce.
- The hydrolysis step can be easily carried out, and the product can be easily purified by recrystallization.
Disadvantages:
- The reaction requires the use of a strong base, which can be expensive and hazardous to handle.
- The process can produce a significant amount of waste, which can be difficult to dispose of.
- Mannich Bockrose Route
The Mannich-Bockrose route is another commonly used synthetic route for the production of 6-methyl-3-pyridazinecarboxylic acid.
The process involves the condensation of formaldehyde, paraldehyde, and 3-pyridazinecarboxylic acid in the presence of a polar solvent, such as dimethylformamide.
The reaction involves the formation of a substituted pyridazine derivative, which can then be reduced to yield 6-methyl-3-pyridazinecarboxylic acid.
Advantages:
- The reaction involves commonly available starting materials, making it relatively easy and inexpensive to produce.
- The Product can be easily purified by recrystallization
Disadvantages:
- The reaction requires the use of a polar solvent, which can be costly and may require special handling.
- The process can produce a significant amount of waste, which can be difficult to dispose of.
- N-Acylation Route
The N-acylation route is a synthetic route that involves the acylation of 3-pyridazinediol with an appropriate acylating agent, such as an acid chloride or anhydride.
The product can then be hydrolyzed to yield 6-methyl-3-pyridazinecarboxylic acid.
Advantages:
- The reaction involves commonly available starting materials, making it relatively easy and inexpensive to produce.
- The product can be easily purified by recrystallization
Disadvantages:
- The reaction can be hazardous as it involves the use of acid chlorides or anhydrides, which can be corrosive and toxic.
- The process can produce a significant amount of waste, which can be difficult to dispose of.
Overall, the synthetic routes for 6-methyl-3-pyridazinecarboxylic acid vary, and each has its own advantages and disadvantages.
However, the aniline malonic acid route and the Mannich
