1-Carbocyclic aryl-2-mono or -bis(alkoxycarbonyl) guanidino ethanes, and methods for their preparation and the preparation therefrom of 4,5-dihydro-2-alkoxycarbonylamino-5-carbocyclic aryl imidazoles

摘要

A method for preparing 4,5-dihydro-2-alkoxycarbonylamino-5-carbocyclic aryl imidazoles and substituted aryl derivatives thereof is disclosed. The compounds are prepared by treating a 1-(carbocyclic aryl)-2-(2',3-bis-carbo- alkoxy)guanidino ethane of the formulawhere R is C, to C. linear or branched alkyl, R' is phenyl optionally substituted with the radical methylenedioxy or at least one hydroxy, halo, trifluoromethyl, C₁ to C₆ linear or branched alkoxy. C, to C₆ linear or branched alkyl; or 1-naphthyl or 2-naphthyl; and X is halo, mesyloxy or tosyloxy; with a protic solvent solution or dispersion of an alkali metal or alkaline earth metal hydroxide, carbonate or alkoxide. The reaction can alternatively be carried out on the corresponding (3'-mono-carboalkoxy)guanidino ethanes. These latter compounds can be prepared by treating the above bis(carboalkoxy)guanidino ethanes with an aprotic solvent solution or dispersion of an alkali metal or alkaline earth metal hydroxide, carbonate or alkoxide. These mono (carboalkoxy)guanidino ethanes are useful as psychotherapeutic agents in treating or palliating abnormal conditions, in mammals, which are relating to the central nervous system.