Synthesis and Crystal Structure of 3-Amino-1-(5-Chloro-2-Hydroxyphenyl)Imidazolidine-2,4-Dione

AYDIN A., ÖNKOL T., AKKURT M., Buyukgungor O., ŞAHİN M. M.

MOLECULAR CRYSTALS AND LIQUID CRYSTALS, vol.570, no.1, pp.119-127, 2013 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 570 Issue: 1
  • Publication Date: 2013
  • Doi Number: 10.1080/15421406.2012.707593
  • Journal Name: MOLECULAR CRYSTALS AND LIQUID CRYSTALS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.119-127
  • Keywords: 2, 4-dione, 3-amino, structure, synthesis, X-ray, ANTIMICROBIAL EVALUATION, DERIVATIVES, 1,3,4-THIADIAZOLE, 1,2,4-TRIAZOLE
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

The present study describes the synthesis, spectral data, and single crystal X-ray structural analysis of 3-amino-1-(5-chloro-2-hydroxyphenyl)imidazolidine-2,4-dione. X-Ray analysis revealed that the title compound did not have the anticipated structure, but had that of a different substance. This unexpected conformation generated the interest in studying the synthesis of this compound. The inspected compound, 3-amino-1-(5-chloro-2-hydroxyphenyl)imidazolidine-2,4-dione, is a pharmaceutical intermediate and is nonplanar. Its benzene and five-membered rings have a dihedral angle of 53.95(7)degrees. The conformation is stabilized by intermolecular OH ... O, OH ... N, and NH ... O interactions and a weak CH ... interaction.