FIELD: chemistry.
SUBSTANCE: invention relates to an improved method of producing 1,3-bis(3,4-diaminophenoxy)benzene hydrochloride. The method involves acylation of 2-nitro-5-chloroaniline with acetic anhydride at temperature 90°C for 0.5 hours and molar ratio 2-nitro-5-chloroaniline: acetic anhydride = 1:2, nucleophilic substitution of the chlorine atom with resorcin in dimethyl formamide in the presence of K2CO3 for 6 hours at temperature 110°C and molar ratio M-acetyl-5-chloro-2-nitroaniline: resorcin = 2:1, removing the acyl protection of the amino group as a result of acid hydrolysis for 1 hour at temperature 60°C in 25% aqueous H2SO4 solution. The nitro group in the aliphatic alcohol is then reduced under the effect of SnCl2·2H2O solution in concentrated hydrochloric acid at alcohol boiling point for 1 hour and molar ratio 1.3-bis(3-amino-4-nitrophenoxy)benzene: SnCl2·2H2O=1:6.7, with further extraction of the product with chloroform and transfer thereof into hydrochloride by treating concentrated hydrochloric acid with a chloroform extract and holding at temperature -10°C for 8 hours.
EFFECT: method enables to reduce the number of steps, optimise reaction conditions, ie cutting time and lower temperature of the process, increasing purity and output of the end product.
4 ex
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Authors
Dates
2012-01-10—Published
2010-07-27—Filed