ES352849A1 - Penicillins - Google Patents

Abstract

Penicillins of general Formula I and non-toxic salts thereof, wherein R is a phenyl, substituted phenyl, furyl or thienyl group, are prepared by chemically hydrolysing an intermediate penicillin of general Formula II or a non-toxic salt thereof, to remove group R2, where R2 is a phenyl, substituted phenyl, naphthyl or substituted naphthyl group or the group -CHR11CXYZ wherein R11 is H or an alkyl, phenyl, halogenomethyl or alkylsulphonyl group, X is halogen, NO 2 , alkoxy, aryloxy, aralkoxy, alkylsulphonyl, arylsulphonyl or aralkylsulphonyl and Y and Z are the same or different and each may be H, halogen, CH 3 , C 2 H 5 or when X is alkoxy or aralkoxy, Y and Z may together represent oxygen. Hydrolysis is by means of an aqueous or partly aqueous solution of pH 7 to 11À5 at 0-50 C., e.g. aqueous solution of NaHCO 3 , Na 2 HPO 4 or sodium borate. Alternatively, an organic base such as a water-miscible tertiary amine or quaternary ammonium hydroxide may be used. The preferred intermediates are those where R2 is phenyl or 2,2,2-trichloroethyl. The salts may be inorganic e.g. sodium, potassium, calcium, aluminium or ammonium, or organic e.g. amine for example procaine salts. Specifications 1,004,670, 1,160,211 and 1,133,886 are referred to.