Hydrochloric Acid → HCID 70582401, compound

Participants

Reaction Steps

7-Aminocephalosporanic acid (10.88 g, 40 mmole) and 5-mercapto-1,3,4-oxadiazol-2-ylcarboxamide (6.40 g, 44 mmole) in 50% aqueous acetone (500 ml) were treated with solid sodium bicarbonate to pH 7 then heated at 60° for 5 hours. The solution was acidified to pH 4.0 with 5 N hydrochloric acid, cooled in an ice bath for one hour and the precipitated solid collected, washed with water (100 ml) ethanol (200 ml) and ether (200 ml) and dried in vacuo, 5.87 g (41.1%), δ(CF3CO2H) 3.5-4.1 (2H,m, C2 methylene), 4.4-4.9 (2H,m, --CH2S--), 5.42 (2H,s, β-lactam protons), 7.89 (2H, d, J 28 Hz, --CONH2).

Provenance & Evidence