Preparation Of 2-Aminoethylsulfonic Acid

Abstract

Preparation process of 2-aminoethylsulfonic acid (taurine) from ethanolamine, sulfuric acid and sodium sulfite has beenstudied. The process involves two steps of reactions, the first was esterification of ethanolamine (H2N-CH2-CH2-OH)with sulfuric acid to produce the intermediate product of 2-aminoethyl ester (H2N-CH2-CH2-OSO3H) which then wasextended to the second step by sulfonation with sodium sulfite to produce 2-aminoethylsulfonic acid (H2N-CH2-CH2-SO3H). These two process conditions were observed by varying mole ratio of reactants, temperature and time period ofreactions. Taurine product was qualitatively analyzed using 1H-NMR and LC-MS. Physical-chemical analysis weredone by observing its melting point and determining its water, chloride and sulfate contents. Its melting point, watercontent, and sulfate content were 290oC, 0.303%, and 3 ppm, respectively, while its chloride content was undetected.After purification, the yield of process was 25.57%.

Keywords

• 2-aminoethylsulfonic acid
• esterification
• sulfonation
• 1H-NMR
• LC-MS