Hydrochloric Acid → Sulbactam

Participants

Reaction Steps

A mixture of 6,6-dibromopenicillanic acid 1,1-dioxide (3.92 g, 0.01 mole), NaHCO3 (5.04 g, 0.06 mole) and NaHSO3 (2.5 g, 0.024 mole) in 30 mL H2O was heated at 90° for 2 hours. The reaction mixture was cooled, acidified to pH 1.2 with dilute HCl and extracted with ethyl acetate. The extract was dried and evaporated to yield know title product, 180 mg; tlc Rf 0.1 compared to 0.4 for starting material (19:1 ethyl acetate:acetic acid); pnmr/D2O 1.45 (s, 3H), 1.58 (s, 3H), 3.47 (m, 2H), 4.22 (s, 1H), 4.97 (m, 1H).

Provenance & Evidence