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Updated: May 13, 2026

Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
N-(2-Amino-5-chloro-phen-yl)-2-bromo-benzene-sulfonamide
Maria Altamura1, Valentina Fedi, Rossano Nannicini
1Chemistry Department, Menarini Ricerche S.p.A., Via dei Sette Santi 3, I-50131 Firenze, Italy.
Abstract:
In the title compound, C12H10BrClN2O2S, the sulfonamide group adopts a staggered conformation about the N-S bond [the C-S-N-H torsion angle is 97 (3)°] with the N-atom lone pair bis-ecting the O=S=O angle. For the C(Ar)-S bond, the ortho-substituted C atom bis-ects one of O=S-N angles [the C-C-S-N torsion angle is -57.7 (3)°]. The mean planes of the aromatic rings form a dihedral angle of 75.1 (1)°. In the crystal, mol-ecules form inversion dimers through pairs of N-H⋯NH2 hydrogen bonds. The mol-ecules are further consolidated into layers along the bc plane by weaker N-H⋯O inter-actions.
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