Ammonia → 7-Amino-3-(5-methyl-1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid

Participants

Reaction Steps

A 14.8 g quantity of DCPA was cooled at 14° C., and 1.59 g of 5-mercapto-2-methyl-1,3,4-thiadiazole was added to it, whereby the mixture reached at the temperature of 25° C. and dissolved. 6.0 ml of acetonitrile was added and the solution was cooled at 15° C., to which 2.72 g of 7-ACA and 10.0 ml of acetonitrile were added, followed by stirring at 25° to 27° C. for 30 minutes. The reaction solution was poured into 80 g of ice-water, which was placed in a refrigerator overnight, adjusted to pH 4.0 with 25% aqueous ammonia and stirred for 1.0 hour under ice-cooling. The resultant precipitate was recovered by filtration, washed with 50 ml each of cold water and acetone successively, and dried, thereby affording 2.40 g of 7-amino-3-[(2-methyl-1,3,4-thiadiazol-5-yl)thiomethyl]-3-cephem-4-carboxylic acid.

Provenance & Evidence