Chemie Linz Gesellschaft M.b.h.

Karl Baumann

Ulrich Jordis

Fritz Sauter

Josef Wieser

Klaus Fitzinger

Manfred Rudolf

New 4-Pyridone derivatives of General Formula are claimed ##STR1## in which R.sub.1 is methylamino,4-fluorophenyl, 2,4-difluorophenyl, R.sub.2 is hydrogen or a sulfur atom that is joined to the ring nitrogen by an ethylene bride, X is a hydrogen or a physiologically removable ester group and Y is a base of the general formula ##STR2## In formula IIa and IIb, R.sub.3 is hydrogen, lower alkyl, benzyl, formyl, acetonyl or a moiety of the formula ##STR3## Also claimed are the addition salts of compounds of formula I with pharmaceutically acceptable inorganic or organic acids or base and/or their hydrates. Also claimed are the methods of manufacture of compounds of formula I and their use as antibacterial agents.

Substituted 4-pyridone 3-carboxylic acid derivatives, method for their

Process for the preparation of substituted 3-amino-2-(benzoyl)-acrylic acid esters of the formula I ##STR1## in which R.sub.1 denotes an alkyl radical with 1 to 4 C atoms, X.sub.1 denotes halogen, in particular fluorine or chlorine, X.sub.2, X.sub.3, X.sub.4 and X.sub.5 denote hydrogen, halogen, in particular fluorine or chlorine, an alkyl radical having 1-4 C atoms or an alkoxy radical having 1-4 C atoms in the alkyl chain, by selectively reducing a substituted 2-cyano-3-hydroxy-3(phenyl)acrylic acid ester of the formula II ##STR2## in which R.sub.1, X.sub.1, X.sub.2, X.sub.3, X.sub.4 and X.sub.5 have the meaning given above, and a process for the preparation of intermediate products for antibacterially active compounds from these compounds.

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Karl Baumann