2,4-Oxazolidinedione

2,4-Oxazolidinedione is an organic compound with the formula HN(CO)2OCH2. It is a white solid. The parent ring is not particularly important, but this core structure is found in a variety anticonvulsant drugs. The parent compound is obtained by treating chloroacetamide with bicarbonate.[1]

2,4-Oxazolidenedione
Names
Preferred IUPAC name
1,3-Oxazolidine-2,4-dione
Other names
2,4-Oxazolidenedione
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
InChI
  • InChI=1S/C3H3NO3/c5-2-1-7-3(6)4-2/h1H2,(H,4,5,6) Y
    Key: COWNFYYYZFRNOY-UHFFFAOYSA-N Y
  • InChI=1S/C3H3NO3/c5-2-1-7-3(6)4-2/h1H2,(H,4,5,6)
  • Key: COWNFYYYZFRNOY-UHFFFAOYSA-N
SMILES
  • O=C1NC(=O)OC1
Properties
Chemical formula
 C3H3NO3
Molar mass 101.061 g·mol−1
Appearance white solid
Melting point 89–90 °C (192–194 °F; 362–363 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

See also
  • Glycine N-carboxyanhydride, the parent 2,5-oxazolidinedione

References
  1. Cesa, Stefania; Mucciante, Vittoria; Rossi, Leucio (1999). "Tetraethylammonium hydrogen carbonate in organic synthesis: Synthesis of oxazolidine-2,4-diones". Tetrahedron. 55: 193–200. doi:10.1016/S0040-4020(98)01025-4.
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