As promising chelating agents for the treatment of lead and mercury poisoning in humans, [1][2][3][4] we are currently working on the synthesis of 4,5-dicarbonyl exo-heterocyclic compounds, such as 1,3-di(p-chlorophenyl)imidazolidinetrione. During the preparation of this compound, an intermediate was obtained as shiny crystals; spectroscopic data (NMR, UV and IR) suggest its structure. The structure of this reaction intermediate was determined by X-ray analysis.1,3,5-Tri(4-chlorophenyl)carbamoylurea was easily synthesized from 2.5 equivalents of p-chlorophenylisocyanate and one equivalent of oxalic bis(cyclohexylidenehydrazide) in alkaline media using anhydrous triethylamine and Li2CO3 under a nitrogen atmosphere at 70˚C for 4 h. Purification by column chromatography (hexane:ethyl acetate, 9:1 v/v) provided the product in 70% yield. Colorless crystals of the title compound were grown by slow evaporation from an acetone-hexane solution.The X-ray data for the crystals of the title compound were collected with graphite-monochromatized Mo Kα radiation at 293 K. No absorption correction was applied. The compound is sufficiently stable, and no change in the crystalline appearance was observed during X-ray exposure. The structure was solved by direct methods and refined by full-matrix leastsquares with anisotropic temperature factors for the nonhydrogens atoms. The hydrogen atoms bonded to C atoms were assigned based on the expected bonding geometry, and those bonded to N atoms were found in a difference-Fourier map.The hydrogen atoms were refined isotropically in the final leastsquares cycles with a fixed U value of 0.06 Å 2 . The software used to prepare material for publication was PARST97. 5 Table 1 summarizes the crystal and experimental data. The molecular structure is shown in Fig. 2
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.
hi@scite.ai
10624 S. Eastern Ave., Ste. A-614
Henderson, NV 89052, USA
Copyright © 2024 scite LLC. All rights reserved.
Made with 💙 for researchers
Part of the Research Solutions Family.