Wang Yu
2008
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Journal
Fine Chemical Intermediates
Abstract
The 4-amino-5-ethylsulfonyl-2-methoxybenzoic acid,an intermediate of amisulpride was synthesized from 4-amino-2-hydroxybenzoic acid as material. Firstly,the methyl 4-amino-2-methoxybenzoate was obtained by the methylation of dimethyl sulfate. Then,the methyl 4-amino-2-methoxy-5- thiocyanatobenzoate was prepared by the reaction of potassium thiocyanate with bromine. Furthermore,the methyl 4-amino-5-ethylthio-2-methoxy benzoicacid was formed from the ethylation of bromoethane at catalysis of potassium hydroxide. Finally,the 4-amino-5-ethylsulfonyl-2-methoxybenzoic acid was obtained via oxidation with hydrogen peroxide. The total yield was 24.5%. The chemical structure was confirmed by IR,1H NMR,MS.