Received 23 March 2009
aInstitute of Inorganic Chemistry, University of Vienna, Waehringerstrasse 42, A-1090 Vienna, Austria,bDepartment of Organic Chemistry, Faculty of Pharmacy, Medical University - Sofia, 2 Dunav Str., 1000 Sofia, Bulgaria, and cDepartment of Chemistry, Faculty of Pharmacy, Medical University - Sofia, 2 Dunav Str., 1000 Sofia, Bulgaria
Correspondence e-mail: firstname.lastname@example.org
The title compound, 3-amino-5-methyl-5-(4-pyridyl)imidazolidine-2,4-dione, C9H10N4O2, was obtained by reaction of 5-methyl-5-(4-pyridyl)hydantoin with hydrazine. It crystallizes as a racemate in the tetragonal space group I41/a with one molecule in the asymmetric unit. The dihedral angle between the pyridine ring and the five-membered hydantoin ring is 47.99 (3)° In the crystal structure, molecules are joined in a three-dimensional hydrogen-bonded network by N-HN and N-HO links.
For the biological activity of hydantoin derivatives and their metal complexes, see: Rajic et al. (2006); Bazil et al. (1998); Bakalova et al. (2005, 2008, 2009). For crystal structures of other 3-amino substituted hydantoins and their metal complexes, see: Shivachev et al. (2005); Bakalova et al. (2007). For the synthesis of 5-methyl-5-(4-pyridyl)-hydantoin, see: Chu & Teague (1958). For the preparation of 3-aminohydantoins, see: Davidson (1964).
Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: AT2752 ).
The authors are indebted to Professor V. Arion of the Institute of Inorganic Chemistry of the University of Vienna for discussions about the X-ray data.
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