Hydrochloric Acid → 7-Amino-3-azidomethyl-3-cephem-4-carboxylic acid

Participants

Reaction Steps

To a stirred suspension of 3-acetoxymethyl-7-aminoceph-3-em-4-carboxylic acid (45.3 g.) in a phosphate buffer (pH 6.4; 700 ml.) was added sodium azide (10.8 g.), then in small portions sodium bicarbonate (14 g.). The stirred mixture was then immersed in a 60° bath for 6 hours, the pH being maintained at 6.4 by addition of 2N aqueous HCl or 5% w/v aqueous sodium bicarbonate solutions. After cooling the pH of the mixture was adjusted to 3-3.5 with 2N aqueous HCl. The resulting precipitate was separated, washed with water and acetone then dried over P2O5 to give 7-amino-3-azidomethylceph-3-em-4-carboxylic acid (40%).

Provenance & Evidence