Composition containing 3-chloro-4-methoxybenzylamine hydrochloride, and method for producing same

Abstract

There is provided a method for producing, at a high yield, a composition containing 3-chloro-4-methoxybenzylamine hydrochloride (CMBA-HCl) in which the purity of CMBA-HCl is high. This method comprises a chlorination step involving a chlorination reaction that generates CMBA-HCl from 4-methoxybenzylamine hydrochloride using hydrogen peroxide and hydrochloric acid. There is also provided a CMBA-HCl-containing composition which is produced by the aforementioned production method and in which the purity of CMBA-HCl is high.

1 . A method for producing a composition containing 3-chloro-4-methoxybenzylamine hydrochloride, the method comprising a chlorination step involving a chlorination reaction that generates 3-chloro-4-methoxybenzyl amine hydrochloride from 4-methoxybenzylamine hydrochloride using hydrogen peroxide and hydrochloric acid. 
     
     
         2 . A method for producing a composition containing 3-chloro-4-methoxybenzylamine hydrochloride, the method comprising a purification step of recrystallizing a composition containing 3-chloro-4-methoxybenzyl amine hydrochloride using a solvent containing a tertiary amine. 
     
     
         3 . A method for producing a composition containing 3-chloro-4-methoxybenzylamine hydrochloride, the method comprising:
 a chlorination step involving a chlorination reaction that generates 3-chloro-4-methoxybenzylamine hydrochloride from 4-methoxybenzyl amine hydrochloride using hydrogen peroxide and hydrochloric acid; and   a purification step of recrystallizing a generated product obtained by the chlorination step, using a solvent containing a tertiary amine.   
     
     
         4 . The method for producing as recited in  claim 1 , wherein a starting material for the chlorination reaction is a composition containing 4-methoxybenzylamine hydrochloride and a content of the 4-methoxybenzylamine hydrochloride is 99.5% or more as a content based on a peak area ratio obtained by HPLC measurement. 
     
     
         5 . The method for producing as recited in  claim 2 , wherein the purification step includes reducing a content of one or more selected from the group consisting of 3,5-dichloro-4-methoxybenzylamine and its derivatives. 
     
     
         6 . A composition containing 3-chloro-4-methoxybenzylamine hydrochloride produced by the method for producing as recited in  claim 1 . 
     
     
         7 . The method for producing as recited in  claim 3 , wherein a starting material for the chlorination reaction is a composition containing 4-methoxybenzylamine hydrochloride and a content of the 4-methoxybenzylamine hydrochloride is 99.5% or more as a content based on a peak area ratio obtained by HPLC measurement. 
     
     
         8 . The method for producing as recited in  claim 3 , wherein the purification step includes reducing a content of one or more selected from the group consisting of 3,5-dichloro-4-methoxybenzylamine and its derivatives. 
     
     
         9 . A composition containing 3-chloro-4-methoxybenzylamine hydrochloride produced by the method for producing as recited in  claim 2 . 
     
     
         10 . A composition containing 3-chloro-4-methoxybenzylamine hydrochloride produced by the method for producing as recited in  claim 3 . 
     
     
         11 . A composition containing 3-chloro-4-methoxybenzylamine hydrochloride produced by the method for producing as recited in  claim 4 . 
     
     
         12 . A composition containing 3-chloro-4-methoxybenzylamine hydrochloride produced by the method for producing as recited in  claim 5 .