Date Published: June 01, 2011
Publisher: International Union of Crystallography
Author(s): Hong-Ming Li, Zhi-Qiang Cai, Yi-Liang Li, Shi-Yu Zhang.
In the title compound, C7H8N2O5S·C2H6O, the dihedral angle between the aromatic ring and the nitro group is 8.78 (9)° and the S atom is displaced by 0.226 (3) Å from the plane of the aromatic ring. In the crystal, the ethanol molecule is involved in hydrogen bonding to two separate sulfonamide molecules, as a donor in an O—H⋯O interaction and as an acceptor in an N—H⋯O interaction. Weak C—H⋯O hydrogen bonding is also present.
The title compound is an intermediate in the preparation of derivatives of the aromatase inhibitor nimesulide [systematic name N-(4-nitro-2-phenoxyphenyl)methanesulfonamide]. For background to the bioactivity and applications of nimesulide, see: Diaz-Cruz et al. (2005 ▶). For the synthesis of other nimesulide derivatives, see: Su et al. (2006 ▶); Wang et al. (2007 ▶). For a related structure, see: Gowda et al. (2007 ▶).