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2-(2-Pyrimidinyl)azo-1-naphthol, commonly referred to as 2-(2-PYRIDYLAZO)-1-NAPHTHOL, is a heterocyclic organic compound that is widely used in the chemical industry.
This compound is synthesized through various synthetic routes, each with its own advantages and disadvantages.
In this article, we will discuss the three most commonly used synthetic routes for the synthesis of 2-(2-PYRIDYLAZO)-1-NAPHTHOL.
- Synthetic Route 1: via 2-Pyrimidinecarboxaldehyde
The first synthetic route for 2-(2-PYRIDYLAZO)-1-NAPHTHOL involves the synthesis of 2-pyrimidinecarboxaldehyde, which is then converted into the desired compound.
This route involves several steps, including the synthesis of 2-pyrimidinecarboxaldehyde, its nitration, and the condensation of the resulting nitro compound with 1-naphthol.
The synthesis of 2-pyrimidinecarboxaldehyde is typically achieved through the hydrolysis of 2-pyrimidinecarboxylic acid.
- Synthetic Route 2: via 2-Aminopyrimidine
The second synthetic route involves the synthesis of 2-aminopyrimidine, which is then converted into 2-(2-PYRIDYLAZO)-1-NAPHTHOL.
This route begins with the synthesis of 2-aminopyrimidine, which is then treated with chloroform and sodium hydroxide to form the corresponding chloramine.
The chloramine is then condensed with 1-naphthol to yield 2-(2-PYRIDYLAZO)-1-NAPHTHOL.
- Synthetic Route 3: via 2-Pyrimidinamine
The third synthetic route involves the synthesis of 2-pyrimidinamine, which is then converted into 2-(2-PYRIDYLAZO)-1-NAPHTHOL.
This route involves several steps, including the synthesis of 2-pyrimidinamine, its nitration, and the condensation of the resulting nitro compound with 1-naphthol.
The synthesis of 2-pyrimidinamine is typically achieved through the reduction of 2-pyrimidinecarboxylic acid.
Each of the above synthetic routes has its own advantages and disadvantages.
For instance, the synthetic route 1 is relatively simple, but it requires a large amount of 2-pyrimidinecarboxaldehyde that is expensive and hard to obtain.
On the other hand, the synthetic route 2 is more cost-effective, but it is more complex and requires the preparation of several intermediates.
The synthetic route 3 is more environmental friendly as it uses less toxic reagents and is less complicated than the other two routes, but it requires a specialized equipment for its execution.
In conclusion, 2-(2-PYRIDYLAZO)-1-NAPHTHOL is an important heterocyclic compound used in the chemical industry.
There are several synthetic routes available for its synthesis, each with its own advantages and disadvantages.
The most commonly used routes are via 2-Pyrimidinecarboxaldehyde, 2-Aminopyrimidine, and 2-Pyrimidinamine.
The choice of the synthetic route depends on the availability of the required reagents, the cost, and the desired yield.