ES432218A1 - Phenylalkenoic acid derivatives - Google Patents

Abstract

Procedure for the preparation of new derivatives of 3-butenoic and 2-butenoic acids of the general formula I ** (See formula) ** wherein the R1 radical means a branched or unbranched alcohol radical with 1 to 7 carbon atoms, a 5-, 6- or 7-membered cycloalkyl or cycloalkenyl radical, the piperidino radical or a phenyl radical, which may optionally be substituted by one or two halogen atoms, or an amino group possibly substituted by an aliphatic acyl radical with 1 to 4 carbon atoms, the radical R3 means a hydrogen atom, a halogen atom or, if R1 has the meanings indicated above with Except for that of an optionally substituted phenyl radical, it represents an amino group, provided that R3 does not mean any hydrogen atom when R1 represents an unsubstituted phenyl radical, and radical 8 represents the hydroxy group, an alkoxy radical with 1 to 4 carbon atoms or a radical of the general formula II, ** (See formula) ** in which R4 and R5, which may be the same or different, represent hydrogen atoms, or, in case R1 means an optionally substituted phenyl radical as defined above, they also represent alcohol radicals with 1 to 3 carbon atoms, where R4 may in this case also be a hydroxyphenyl radical when R5 represents a hydrogen atom and radical A represents bivalent radicals (see formula) or CH2-CH = CH, as well as, if B is the hydroxy group, its salts are physiologically compatible with organic or inorganic bases and, if R1 contains a basic radical or R3 means a basic group, of its physiologically compatible salts with organic or inorganic acids, characterized in that a mixture of 2-butenoic and 3-butenoic acids obtained is subsequently separated, if desired, by physical methods into the 2-butenoic and 3-butenoic acids of the general formula I and optionally at the same time separating into the cis and trans isomers of these acids, and/or compounds obtained from the general formula I, in which B is the hydroxy group, are transformed, if desired, into compounds of the general formula I, where B represents an alkoxy group, and/or compounds of the general formula I, where B represents a halogen atom or an alkoxy group, are transformed with an amine of the general formula IV. ** (See formula) ** in the amides of the general formula I, and/or if desired acids of the general formula I are transformed with organic or inorganic bases in their salts, and the compounds of the general formula I, in which R1 contains a basic radical or R3 basic radicals are transformed, if desired, into their salts by adding acid with organic or inorganic acids. (Machine-translation by Google Translate, not legally binding)