N-ARYLE OXAZOLIDINONES, OXAZOLIDINETHIONES AND PYRROLIDINONES, THEIR PROCESS OF PREPARATION AND THEIR APPLICATION IN THERAPEUTICS

摘要

Novel compounds of formula: (I) and their preparation. Depending on the meanings of the substituents the preparations include: Condensing a compound of formula: with an acid chloride of formula: R3COCl. Submitting a compound of formula: to a "phase transfer" reaction, in the presence or a "phase transfer catalyst", in a basic medium with a derivative of formulae: Condensing a compound of formula: (VIII) with a chloride or tosylate of formula: Reacting acrylonitrile in the presence of triton B with the compound of formula (VIII). Condensing a chlorohydrin of formula: with phosgene, then condensing the obtained compound with a compound of formula: and then cyclising the compound thus obtained by means of ethanolic potash or sodium methylate in methanolic solution. When (I) has the structure: (Ia) R(-) submitting to a phase transfer reaction a compound of absolute configuration R(-) and of formula: (IIb) in the presence of a phase transfer catalyst, of (CH3)2SO4 and in a basic medium. When (I) has the structure: (Ib) , S (+) condensing the compound of absolute configuration R and of formula: with phosgene, then condensing the obtained compound with p-(cyano-3) benzyloxyaniline, and then cyclising the compound thus obtained by means of ethanolic potash or sodium methylate in methanolic solution. Reacting an amine of formula with a compound of formula: Reacting a metanitrobenzyl chloride on a compound of formula: Reducing with lithium aluminum hydride the compound of formula: Cyclising by means of phosgene the compound of formula: Cyclising by means of thiophosgene, either a compound of formula: or a compound of formula: Condensing an acid chloride of formula: R18COCl with a compound of formula (I) having the structure The compounds of formula (I) are antidepressants.