ES288257A2 - Procedure for the preparation of heterocicles basically replaced (Machine-translation by Google Translate, not legally binding) - Google Patents

Abstract

Improvements in the main patent no. 269,845 issued by "Process for the preparation of substantially substituted heterocyclic compounds" of the formula: ** (See formula) ** Z represents a sulfur atom, a sulfoxide group or an amino group of the formula - (N-R1) - wherein R1 is hydrogen or an alkylene or alkenyl group of 1 to 5 carbon atoms, R 2 and R 3 are the same or different and denote hydrogen, aryl or aralkyl groups which can represent substituents of the same nature as R 4, alkenyl groups or alkyl of 1 to 5 carbon atoms which together can form a ring which, as subsequent heteroatoms, can contain O, S or N, so that the N atom in turn can carry hydrogen or an alkyl, hydroxyalkyl or alkoxyalkyl group, or finally R2 and R3 can represent possibly alkylated amino or alkyl groups, R4 and R5 are the same or different and denote hydrogen, halogen atoms, hydroxyl groups, trifluoromethyl groups or alkyl, alkoxy, or alkylmercapto groups containing from 1 to 3 carbon atoms, the process also encompassing the preparation of salts formed by the addition of a acid to said bases as well as quaternary ammonium derivatives of said bases, and which is characterized in that a) a reaction mixture containing nitrile or imonium cations respectively of the formulas ** (See formula) ** wherein Z, R4 and R5 and have the above-mentioned meaning and R1, can also be a group susceptible to cleavage, reacted with ammonia or with an amine of the formula HNR2R3, or b) an acid amide or a thioamide of the formula ** (See formula) ** wherein R represents an oxygen or sulfur atom, Z, R2, R3, R4, R5 have the above-mentioned meaning and R1 may also be a group susceptible to cleavage. (alternatively using a quaternary ammonium derivative of such amide) is subjected to an intramolecular condensation, a process which in its case involves, in addition to the subsequent elimination of the splittable group R1, the oxidation of a 5-5 atom to the sulfoxide group or the introduction of groups R1, R2 and R3 other than hydrogen, whereby the products of the reaction are obtained in the form of the free bases or of appropriate salts formed by the addition of an acid or, if so desired, can subsequently be transformed into their derivatives of mono- or bicuaternary ammonium. (Machine-translation by Google Translate, not legally binding)