Research Article: N-(2-Hy­droxy-5-nitro­phen­yl)methane­sulfonamide ethanol monosolvate

Date Published: June 01, 2011

Publisher: International Union of Crystallography

Author(s): Hong-Ming Li, Zhi-Qiang Cai, Yi-Liang Li, Shi-Yu Zhang.

http://doi.org/10.1107/S1600536811017090

Abstract

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.

Partial Text

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 ▶).

 

Source:

http://doi.org/10.1107/S1600536811017090

 

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