SYNTHESIS, SPECTROSCOPIC AND STRUCTURAL-PROPERTIES OF NOVEL SUBSTITUTED 2-TRICHLORONIETHYL-3-PHENYL-1,3-THIAZOLIDIN-4-ONES

The reaction of chloral with substituted anilines resulted in formatio n of the respective 2, 2, 2-trichloroethylidene anilines. Subsequent t reatment of these imines in situ with thioglycolic acid produced a ser ies of substituted 2-trichloromethyl-3-phenyl-1, 3-thiazolidin-4-ones. This synthetic route was interesting in light of several other possib le intermediates which can be formed on reaction of chloral with amine s. High resolution (300 MHz) H-1 and C-13 magnetic resonance spectra a nd ab initio calculations gave insight into the conformation of the ob served products.