Synthesis and Characterization of Novel Cycloalkanespiro-5-Hydantoin Phosphonic Acids

Abstract

A series of new cycloalkanespiro-5-hydantoin phosphonic acids have been synthesized and characterized. The mixture of [(2,4-dioxo-1,3-diazaspiro-alkane-3-yl)-methyl]phosphonic acids and [(2,4-dioxo-1,3-diazaspiro-alkane-1,3-diyl)dimethyl]diphospho-nic acids was obtained from cycloalkanespiro-5-hydantoins, formaldehyde, and phosphorus trichloride in a molar ratio of 1:2:2, by a procedure modified by us. Their structures were proved by means of IR, ¹H, ¹³C{¹H} and ³¹P NMR spectroscopy.

Keywords:

• α-Aminophosphonic acids
• cycloalkanespiro-5-hydantoins
• phosphorus trichloride

Acknowledgments

We gratefully acknowledge the financial support by the University of Chemical Technology and Metallurgy–contract No. 10507.