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The production process of 7-chloro-3-methylbenzo[b]thiophene is a multi-step process that involves several chemical reactions and purification steps.
The following is a detailed overview of the production process:
Step 1: Preparation of N-methylaniline
The production process of 7-chloro-3-methylbenzo[b]thiophene begins with the preparation of N-methylaniline, which is a key starting material.
N-methylaniline is prepared by reacting methylamine and aniline in the presence of a strong acid catalyst, such as sulfuric acid or phosphoric acid.
The reaction is exothermic and produces a mixture of N-methylaniline and aniline sulfate.
The N-methylaniline is then extracted from the mixture using water and is further purified by precipitation with sodium hydroxide.
Step 2: Hydrochlorination of N-methylaniline
The next step in the production process is the hydrochlorination of N-methylaniline to form 3-chloro-N-methylaniline.
This is carried out by reacting N-methylaniline with hydrogen chloride gas in the presence of a heterogeneous catalyst, such as copper chloride or aluminum chloride.
The reaction is exothermic and produces a mixture of 3-chloro-N-methylaniline and unreacted N-methylaniline.
The 3-chloro-N-methylaniline is then extracted from the mixture using water and is further purified by precipitation with sodium hydroxide.
Step 3: Cyclocondensation of 3-chloro-N-methylaniline
The next step in the production process is the cyclocondensation of 3-chloro-N-methylaniline to form 2,3-dichloro-N-methylaniline.
This is carried out by reacting 3-chloro-N-methylaniline with another molecule of N-methylaniline in the presence of a condensation catalyst, such as aluminum chloride or sodium hydroxide.
The reaction is exothermic and produces a mixture of 2,3-dichloro-N-methylaniline and unreacted reactants.
The 2,3-dichloro-N-methylaniline is then extracted from the mixture using water and is further purified by precipitation with sodium hydroxide.
Step 4: Hydrodechlorination of 2,3-dichloro-N-methylaniline
The next step in the production process is the hydrodechlorination of 2,3-dichloro-N-methylaniline to form 7-chloro-3-methylbenzo[b]thiophene.
This is carried out by reacting 2,3-dichloro-N-methylaniline with hydrogen gas in the presence of a hydrogenation catalyst, such as palladium on barium sulfate.
The reaction is exothermic and produces a mixture of 7-chloro-3-methylbenzo[b]thiophene and unreacted reactants.
The 7-chloro-3-methylbenzo[b]thiophene is then extracted from the mixture using a solvent, such as ethyl acetate, and is further purified by crystallization.
Overall, the production process of 7-chloro-3-methylbenzo[b]thiophene