Sodium Bicarbonate → Sodium 2-((4-acetamidophenoxy)carbonylamino)ethanesulfonate

Participants

Reaction Steps

Sodium 2-((4-Acetamidophenoxy)carbonylamino)ethanesulfonic acid (12) was prepared following the General Procedure for the Preparation of Alkali Metal Salts (Procedure B). 4-Acetamidophenoxy)carbonylamino)ethanesulfonic acid (12a) (1.0 g, 3.3 mmol), dissolved in 5 mL of water, was reacted with 275 mg (3.27 mmol; 1.0 eq.) of sodium hydrogencarbonate (NaHCO3) dissolved in 2 mL of water. The mixture was frozen and the solvents lyophilized off to afford 1.10 g (˜quantitative yield) of the title compound (12) as a colorless solid. The material thus obtained was contaminated with some sodium chloride (NaCl) and other sodium salts. Rt=5.024 min. 1H NMR (300 MHz, D2O): δ=7.25 (d, J=9.0 Hz, 2H), 6.97 (d, J=8.7 Hz, 2H), 3.43 (t, J=6.6 Hz, 2H), 2.98 (t, J=6.9 Hz, 2H), 2.00 (s, 3H). LC/MS (ESI): m/z=303.0 [M+H]+, 626.8 [2M+Na]+, 602.8 [2M−H]−.

Provenance & Evidence