Hydrochloric Acid → HCID 69963575, compound

Participants

Reaction Steps

This substance was prepared according to German Offenlegungsschrift No. 2,103,014 as follows. A suspension of 8.0 g of cephalothin (1), available semi-synthetically, in 120 ml. of H2O treated with 8.6 g of K2CO3 and the resulting solution was stirred at 36° for 4.25 hours, then at 30° for 18 hours. The resulting mixture was layered with 500 ml of ethyl acetate and a solution of 10.0 ml of conc. HCl in 50 ml of H2O was added. The ethyl acetate was dried (MgSO4) and removed in vacuo in yield 3.84 g (54%) of 3-hydroxymethyl-7-(2-thienylacetamido)-3-cephem-4-carboxylic acid, mp 138°-145° d. Crystallization from ethyl acetate yielded material, mp 149°-151° d (lit. mp 151.5°-152° d); ir (nujol mull): 3600-2400 (carboxyl -OH), 3450 (amide N-H), 1790 (β-lactam C=O), 1745 (acid C=O), 1650 (amide C=O), and 1510 ("amide II" band) cm-1.

Provenance & Evidence