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5-Amino-2-benzofurancarboxylic acid is a compound that is commonly used in the chemical industry.
It is produced through a series of chemical reactions that involve the conversion of raw materials into the final product.
In the industry, 5-amino-2-benzofurancarboxylic acid is used as an intermediate in the production of various downstream products.
Upstream Products
The production of 5-amino-2-benzofurancarboxylic acid involves several upstream processes, which include the synthesis of raw materials and their conversion into intermediate compounds.
The first step in the production process is the synthesis of the raw materials, which typically involves the reaction of benzene and chloride, followed by the addition of ammonia.
The resulting compound is then transformed into 2-chloro-5-nitrobenzene through a series of reactions, such as electrophilic substitution and nitration.
Next, the 2-chloro-5-nitrobenzene is transformed into 2-cyanobenzenesulfonyl chloride through a series of reactions, including sulfonation and electrophilic substitution.
This compound is then transformed into 5-amino-2-benzofurancarboxylic acid through a series of reactions that involve the removal of the sulfuric acid group and the addition of ammonia.
These reactions are typically carried out in the presence of solvents, such as ethylene glycol, and inert gases, such as nitrogen, to facilitate the reaction.
Downstream Products
5-Amino-2-benzofurancarboxylic acid is used as an intermediate in the production of several downstream products, including pharmaceuticals, agrochemicals, and dyes.
One of the most common downstream products is the production of antibiotics, such as erythromycin and spectinomycin, which are used to treat bacterial infections.
In the production of erythromycin, 5-amino-2-benzofurancarboxylic acid is transformed into the compound 6-aminomethyl-2-benzofurancarboxylic acid through a series of reactions, including the reaction with methyl 2-cyano-3-oxobutanoate and trimethylsilyl phosphite.
This compound is then transformed into the desired antibiotic through a series of reactions that involve the addition of various chemicals and the use of high temperatures and pressures.
Another downstream product of 5-amino-2-benzofurancarboxylic acid is spectinomycin, which is used to treat a range of bacterial infections.
In the production of spectinomycin, 5-amino-2-benzofurancarboxylic acid is transformed into the compound spectrocyclin through a series of reactions, including the reaction with l-alanine and triethylamine.
This compound is then transformed into spectinomycin through a series of reactions that involve the addition of various chemicals and the use of high temperatures and pressures.
In addition to the production of antibiotics, 5-amino-2-benzofurancarboxylic acid is also used in the production of agrochemicals, such as herbicides and insecticides, and dyes, such as azo dyes and triarylmethane dyes.
These downstream products are used in a variety of applications, including crop protection, pest control, and textile production.
Chemical Synthesis
5-Amino-2-benzofurancarboxylic acid can be synthesized through several chemical reactions in the laboratory.
One of the most common methods involves the reaction of benzene with chloride in the presence of a Lewis acid catalyst, such as aluminum chloride.
The resulting compound is then transformed into 2-chloro-5-nitrobenzene through a series of reactions, such as electrophilic substitution and nitration.
Next, the 2-chloro-5-nitrobenzene is transformed into 2-cyanobenzenesulfonyl chloride through a series of reactions, including sulfonation and electrophilic substitution.
This compound is