ES399082A1 - 1,4-benzothiazepines - Google Patents

Abstract

A procedure for the preparation of new benzothiazepines, their salts and quaternary ammonium compounds of the general formula I **(See formula)** where A is hydrogen, a phenyl group or a substituted phenyl group, and B is OR1 or NR2R3, where R1 represents straight or branched chain lower alkyl radicals having 1 to 5 carbon atoms, which may be substituted by in turn by alkoxy, phonoxy or phenyl groups, cycloalkyl radicals or substituted phenyl group, R2 and R3, which may be the same or different, with hydrogen, hydroxyl, straight-chain or branched-chain radicals with from 1 to 5 carbon atoms, which may be substituted by amino, alkylamino, dialkylamino or phenyl groups, substituted phenyl groups, amino groups which in turn may be substituted by lower alkyl, alkylidene, acyl or aryl groups, or R2 and R3, together with the nitrogen atom to which they are attached, forms a saturated 5 or 6-membered hoterocyclic ring, which may be substituted, or A and B, together with atoms 3 and 4 of the benzothiazepine ring, form a 5-, 6- or 7-membered heterocyclic ring characterized by the fact that according to the following equation **(See formula)** thiosalicylic acid or its esters of the general formula II, where R4 signifies hydrogen or a lower alkyl group, is transformed into the corresponding alkali metal salt by the effect of alkali metal, alkali metal hydride, alkali metal alcoholate, hydroxide alkali metal, or alkali metal carbonate and imidates or amidines of the general formula III are reacted, where A and B have the above significance and Hal represents halogen or with the salts thereof having general formula III where X represents the anion of an inorganic or organic acid, in an appropriate solvent, such as water, lower alcohols, benzene, toluene, xylene, dioxane, tetrahydrofuran, dimethyl sulfoxide, etc., at temperatures of 20-150ºC, preferably at 60-80ºC, and reaction times of half an hour to several hours, and the obtained compounds are transformed into salts by means of physiologically acceptable inorganic or organic acids or in co Quaternary ammonium compounds if necessary. (Machine-translation by Google Translate, not legally binding)