NEW PROCESS FOR THE PREPARATION OF PROPARGYL AMINES

摘要

The invention relates to a new process for the preparation of propargyl ammonium chlorides of the Formula I (I) by alkaline decomposition of the d-tartarate of the 1-isomer of an amine of the Formula II (XIIX) and subsequent reaction of the amine of the Formula II with a halide of the Formula III X-CH2-C 3BOND CH (III) in the presence of an organic solvent, alkali and water in which in Formulae II and III respectively, n is 1 or 0 and X stands for halogen which comprises reacting the d-tartarate of the 1-isomer of an amine of the Formula II in aqueous suspension with an alkali, dissolving the base of the Formula II, thus set free without isolation in a water non-miscible organic solvent and reacting the same in the said phase with a halide of the Formula III, and thereafter-preferably after separating the aqueous layer-reacting the mixture which contains the amines of the Formulae II and IV (IV) in the organic phase in the presence of water with an organic acid or a solution which has a pH value of 1.5-6 and consists of an inorganic acid and water, thus dissolving in the two-phase mixture formed the salt of the amine of the Formula II in the aqueous layer and selectively separating the amine of the Formula II from the amine of the Formula IV, and thereafter adding after the separation of the phases hydrogen chloride to the amine of the Formula IV being in the organic phase and thus precipitating the salt of the Formula I. The compounds of Formula I are known pharmaceutical active ingredients. The advantage of the process of the present invention that it is highly economical and enables the recovery of the starting materials on large scale production too.