Ethyl 2-[N-(tert-butyl-sulfin-yl)carbamo-yl]benzoate

Abstract

The title compound, C(14)H(19)NO(4)S, was obtained in quanti-tative yield by Lewis acid-catalysed alcoholysis of a phtalimide precursor. An intra-molecular C-H⋯O hydrogen bond occurs. In the crystal, centrosymmetric dimers are formed by pairs of N-H⋯O hydrogen bonds between the sulfinyl O atoms and the carbamoyl N-H group of a neighboring mol-ecule. C-H⋯O inter-actions feature in the crystal structure.

Fig. 1.

ORTEP representation of (I) (Mercury; Macrae et al., 2008) with ellipsoids drawn at the 30% probability level.

Fig. 2.

Dimeric structure showing the pair of intermolecular H–bonds and the chair like conformation of the core of the dimer with the two tert-butyl groups in axial positions. Only hydrogens involved in the H–bonds are represented; others were omitted for clarity.