Hydrochloric Acid → HCID 131714233, compound

Participants

Reaction Steps

To a suspension of 7-[2-ethoxyimino-2-(5-amino-1,2,4-thiadiazol-3-yl)acetamido]-3-[3-(N-methylformamido)-1-pyridiniomethyl]-3-cephem-4-carboxylate (syn isomer) (2.75 g) in methanol (27.5 ml) was added concentrated hydrochloric acid (1.39 ml) and the mixture was stirred for 75 minutes. The solvent was evaporated and the residue was triturated in acetone. The obtained powder was suspended in water (70 ml), adjusted to pH 4 to 5 with aqueous solution of sodium bicarbonate and subjected to column chromatography on a non ionic adsorption resin "Diaion HP 20" (Trademark: Prepared by Mitsubishi Chemical Industries) (100 ml). After the column was washed with water, the elution was carried out with 15% aqueous isopropyl alcohol. The eluates containing an object compound were collected, evaporated to remove isopropyl alcohol under reduced pressure and lyophilized to give 7-[2-ethoxyimino-2-(5-amino-1,2,4-thiadiazol-3-yl)acetamido]-3-(3-methylamino-1-pyridiniomethyl)-3-cephem-4-carboxylate (syn isomer) (1.41 g), mp 149° to 157° C. (dec.).

Provenance & Evidence