3-ALKOXY-1,5-DIARYL-4,5-DIHYDROXYIMIDAZOLIDIN-2- ONES AND 3-ALKOXY-1-ALKYL-5-ARYL-4,5- DIHYDROXYIMIDAZOLIDIN-2-ONES: SYNTHESIS AND STRUCTURE
It has been found that 4-nitrophenylglyoxal reacts with N-alkoxy-N’-arylureas and N-alkoxy-N’-alkylureas in acetic acid medium with the
selective formation of the diastereomers of the 3-alkoxy-1,5-diaryl-4,5-dihydroxyimidazolidin-2-ones and 3-alkoxy-1-alkyl-5-aryl-4,5-
dihydroxyimidazolidin-2-ones with cis-orientation of OH-groups. The X-ray structural analysis of 3-propyloxy-4S,5S-4,5-dihydroxy-1-
methyl-5-(4-nitrophenyl)imidazolidin-2-one and of 3-n-butyloxy-4S,5S-4,5-dihydroxy-1-(4-methylphenyl)-5-(4-nitrophenyl)imidazolidin2-one has demonstrated this structural feature of these compounds.