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In the chemical industry, the production of 6-Isoquinolinecarboxaldehyde (9CI) is an essential process that involves various chemical reactions and purification steps.
The compound 9CI is commonly used in the production of pharmaceuticals, dyes, agricultural chemicals, and other industrial chemicals.
In this article, we will discuss the process of producing 9CI and its significance in the chemical industry.
Overview of 6-Isoquinolinecarboxaldehyde (9CI)
6-Isoquinolinecarboxaldehyde (9CI) is a colorless, odorless, and slightly soluble in water compound.
It has a molecular formula of C9H8N2O2 with a molar mass of 154.
1 g/mol.
The compound is highly reactive and undergoes various chemical reactions easily.
It is classified as a strong acid and has a pKa value of 1.
87.
Process of Producing 6-Isoquinolinecarboxaldehyde (9CI)
The production of 9CI involves several steps, including the synthesis of naphthalene-1,4-dicarbaldehyde (NDC), its oxidation to 1,5-naphthalenediol, and the condensation of 1,5-naphthalenediol with benzaldehyde.
The following is a detailed description of the production process:
Step 1: Synthesis of Naphthalene-1,4-Dicarbaldehyde (NDC)
The synthesis of NDC involves the reaction of naphthalene with formaldehyde in the presence of an acid catalyst.
The reaction occurs in several stages, including the initial formation of an imine, which is then reduced to an amine.
The amine is then hydrolyzed to an ammonia and an aldehyde, which react to form NDC.
Step 2: Oxidation of Naphthalene-1,4-Dicarbaldehyde (NDC) to 1,5-Naphthalenediol
NDC is oxidized to 1,5-naphthalenediol using sodium hydroxide and hydrogen peroxide.
The reaction occurs in several steps, including the initial reduction of NDC to an alcohol, which is then oxidized to a ketone.
The ketone undergoes a series of reactions, including the elimination of water and the formation of a lactone, to finally produce 1,5-naphthalenediol.
Step 3: Condensation of 1,5-Naphthalenediol with Benzaldehyde to Form 6-Isoquinolinecarboxaldehyde (9CI)
The final step in the production of 9CI involves the condensation of 1,5-naphthalenediol with benzaldehyde.
The reaction occurs in the presence of an acid catalyst and results in the formation of 9CI.
The reaction is exothermic and requires careful temperature control to prevent the formation of undesired side products.
Purification of 6-Isoquinolinecarboxaldehyde (9CI)
After the condensation reaction, the 9CI is typically purified using several purification steps, including filtration, solvent extraction, and crystallization.
The purified 9CI is then dried and packaged for commercial use.
Importance of 6-Isoquinolinecarboxaldehyde (9CI) in the Chemical Industry
9CI is an essential intermediate in the production of several pharmaceuticals, dyes, and agricultural chemicals.
It is also used in the production of other chemicals, such as polyurethanes, pigments,