Ammonia → 7beta-amino-3-[(1-benzylideneamino-1H-tetrazol-5-yl)thiomethyl]-3-cephem-4-carboxylic acid

Participants

Reaction Steps

10.9 g of 7β-aminocephalosporanic acid and 8.2 g of 1-benzylideneamino-5-mercapto-1H-tetrazole were dissolved in 60 ml of acetonitrile, and 19.2 g of methanesulfonic acid were added gradually thereto at a temperature below 30° C. The mixture was stirred at room temperature for 30 minutes and then at 44° C. for 4 hours. After ice-cooling, 400 ml of water were added to the reaction mixture, and said mixture was adjusted to 5.2 with 28% ammonia. The resultant precipitates were collected by filtration, washed with water and tetrahydrofuran, and then dried. 11.53 g of 7β-amino-3-[(1-benzylideneamino-1H-tetrazol-5-yl)thiomethyl]-3-cephem-4-carboxylic acid were obtained as pale yellow powder. mp 170° C. (decomp.)

Provenance & Evidence