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Mianserin hydrochloride is a synthetic compound that is used in the treatment of psychotic disorders such as schizophrenia.
It is a potent antipsychotic drug that belongs to a class of drugs known as benzisoxazole derivatives.
The synthetic routes of mianserin hydrochloride can be broadly classified into two main categories: classical synthesis and modern synthesis.
Classical synthesis involves the use of traditional methods and reagents to synthesize a compound.
This method involves a series of steps that are carried out in a linear fashion, with each step being dependent on the previous one.
Classical synthesis is a time-consuming and labor-intensive process, but it is still used in some cases due to its ability to produce large quantities of a compound at a relatively low cost.
Modern synthesis, on the other hand, involves the use of more advanced methods and reagents to synthesize a compound.
This method involves the use of chemical reactions that are carried out in parallel or in a step-efficient manner, with each step being independent of the previous one.
Modern synthesis is a more efficient process than classical synthesis and can produce a compound in a shorter amount of time and with less labor.
The classical synthetic route of mianserin hydrochloride involves a series of steps that are carried out in a linear fashion.
The first step in the synthesis involves the reaction of phenyl-2-nitropropionate with sodium hydroxide to form 2-nitrophenyl-2-nitropropionate.
This compound is then treated with chloroform and hydrogen chloride to form 2-chloro-1-nitro-3-phenylpropane.
This compound is then reduced to form 2-nitro-1,3-dimethyl-5-phenyl-1H-pyrazole, which is then condensed with 1-methyl-5-phenyl-1,3-oxazepine to form 5-methyl-2-(5-nitro-1H-pyrazol-3-yl)-1,3-benzoxazepine.
This compound is then treated with hydrogen chloride to form 5-methyl-2-(5-nitro-1H-pyrazol-3-yl)-1,3-benzoxazepin-3-ium iodide, which is then cyclized to form 3-methyl-5-nitro-1,2,4-triazocyclo-pent-1-ene.
This compound is then treated with sodium hydroxide to form 3-methyl-5-nitro-1,2,4-triazocyclo-pent-1-ene-7-ene-1,2,4-triazacyclo-hex-1-ene, which is then reduced to form mianserin.
The modern synthetic route of mianserin hydrochloride involves a series of reactions that are carried out in a step-efficient manner.
The first step in the synthesis involves the reaction of 2-chloro-1-nitro-3-phenylpropane with sodium hydroxide to form 2-nitrophenyl-2-nitropropionate.
This compound is then treated with dimethyl sulfate to form 2-nitro-4-dimethylaminophenyl-2-nitropropionate, which is then treated with potassium hydroxide to form 2-nitro-4-methylaminophenyl-2-nitropropionate.
This compound is then treated with aqueous sodium hydroxide to form 4-methylaminophenyl-2-nitropropionate, which is then reduced to form 4-methylaminophenol.
This compound is then treated with chloroform and magnesium bromide to form 4-methylaminophenyl-2-chloride, which is then treated with sodium bicarbonate to form 4-methylaminophenol-2-carboxylate.
This compound is then treated with an aqueous solution of sodium hydroxide