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3,4-Dichloropyridazine is an important organic compound that has a wide range of applications in the chemical industry.
It is used as a raw material in the production of various chemicals, pharmaceuticals, and other products.
The synthesis of 3,4-dichloropyridazine can be achieved through several different routes, which are broadly classified into two categories: natural and synthetic routes.
In this article, we will discuss the synthetic routes of 3,4-dichloropyridazine.
The synthetic routes of 3,4-dichloropyridazine can be broadly classified into four categories:
- Hydrazoic acid route
- Chlorination of pyridine route
- Diazotization of pyridine route
- Electrophilic substitution route
Each of these routes has its advantages and disadvantages, and the choice of route depends on various factors such as the desired yield, purity, cost, and availability of reagents.
Let's take a closer look at each of these routes.
- Hydrazoic acid route:
The hydrazoic acid route is one of the most commonly used methods for the synthesis of 3,4-dichloropyridazine.
In this route, pyridine is treated with hydrazoic acid to form 3,4-dichloropyridazine.
The reaction can be represented as follows:
C5H5N + H2N2 → C5H5Cl2N2
The reaction is exothermic and requires careful handling.
The product can be purified by recrystallization or by using other purification methods.
- Chlorination of pyridine route:
The chlorination of pyridine route involves the chlorination of pyridine with chlorine or chlorine water to form 3,4-dichloropyridazine.
The reaction can be represented as follows:
C5H5N + Cl2 → C5H5Cl2N
This route is relatively simple and inexpensive, but it can be hazardous due to the presence of toxic chlorine gas.
The product can be purified by recrystallization or by using other purification methods.
- Diazotization of pyridine route:
The diazotization of pyridine route involves the diazotization of pyridine with nitric acid to form 3,4-dichloropyridazine.
The reaction can be represented as follows:
C5H5N + HNO3 → C5H5Cl2N + H2O
This route is relatively mild and can be used to synthesize high-purity products.
The product can be purified by recrystallization or by using other purification methods.
- Electrophilic substitution route:
The electrophilic substitution route involves the substitution of a functional group in a parent molecule with another functional group.
In the case of 3,4-dichloropyridazine, an electrophilic substitution reaction can be used to synthesize the compound.
For example, the reaction of 2-chloropyridine with 2,4-dichloropyrimidine can be used to synthesize 3,4-dichloropyridazine.
The reaction can be represented as follows:
C8H10Cl2 + C6H4Cl2N2 → C5H5Cl2N + C8H10Cl2
This route requires the use of reagents that are expensive and may be difficult to handle.
The product can be purified by recrystallization or by using other purification methods.
In conclusion, the synthetic routes of 3,4-dichloropyridazine are varied and can be chosen based on various factors.
The hydrazoic acid route is one of the most commonly used methods, but other routes