GB821192A - Improvements in the production of derivatives of beta-hydroxy-(beta)-halogeno-diethylamine - Google Patents

Abstract

Compounds having the skeletal structure <FORM:0821192/IV (a)/1> (X being a halogen) are prepared by treating compounds having the skeletal structure <FORM:0821192/IV (a)/2> with aqueous halogen hydracid, preferably with cooling. In examples: (1) and (2) 1-ethyleneimino-2-hydroxy-butene-(3) with 2N hydrochloric acid at room temperature or at 50 DEG C., or with 0.1N acid at 36 DEG to 37 DEG C., gives 1-(betachloro) - ethylamino - 2 - hydroxy - butene - (3)hydrochloride; (3) 1-(C-methyl)-ethyleneimino - 2 - hydroxy - butene - (3) with 2N hydrochloric acid at 0 DEG to 5 DEG C. or at 40 DEG C. gives 1 - (beta - chloro) - isopropylamino - 2 - hydroxy - butene - (3); and (4) 1 - (N) - ethyleneimino - 2 - vinyl - 2 - hydroxy - cyclohexane with 0.5N hydrochloric acid at 50 DEG C. gives 1-(betachloro) - ethylamino - 2 - vinyl - 2 - hydroxy - cyclohexane. Reference is also made to the use of 1 - ethylene - imino - 2 - hydroxy - 2 - methylbutene-(3) and to the reaction products of ethylene imine or the C-substitution products thereof such as the C-methyl, C-ethyl or C-propyl derivatives or of spirocyclohexylethylene-imines with any epoxy-(1 : 2)-alkene-(3 : 4), specifically isoprene oxide, 1 : 2-epoxyD 3 - cyclohexene, 1 - vinyl - epoxy - (1 : 2) - cyclohexane, epoxy - (1 : 2) - cyclo - octene - - (3 : 4) and styrene oxide, as starting materials suitable for use in the process of the invention. Reference is also made to the use of hydrogen fluoride, hydrogen bromide or hydrogen iodide in the process of the invention. Specification 783,728 is referred to.ALSO:Pharmaceutical compositions comprise compounds having the skeletal structure <FORM:0821192/VI/1> (X being a halogen) in admixture with water, buffer substances or flavouring agents.