4.2 Article

The preparation and characterization of nineteen new phthalidyl spirohydantoins

Journal

HETEROCYCLES
Volume 73, Issue 1, Pages 349-+

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.3987/COM-07-S(U)9

Keywords

synthesis; structure determination; imidazolidinedione; unsymmetrical urea; diastereotopicity

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Nineteen new N,N'-disubstituted phthalidyl spirohydantoins (6a-s) were prepared for the purpose of pharmacological testing. Their structure was deduced from the IR, H-1-NMR, C-13-NMR, mass spectra and elemental analysis. The two possible structural isomers - only one of which is formed - can be distinguished unequivocally on the basis of selective diastercotopicity of the alpha-methylene hydrogens adjacent to N-3' of the hydantoin ring.

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