Crystal structure of methyl-4-(4-ethylbenzamido)-2-sulfamoylbenzoate, C17H18N2O5S

Abstract

Source of materialReagents and solvents used were of commercially available quality. The title compound was prepared similarly to the reported procedure [1]. Dropwise 4-ethylbenzoyl chloride (7.5 mmol) was added to methyl 4-amino-2-sulfamoylbenzoate (7.50 mmol) in THF (20 ml) solution, then refluxed for 4h.Colorless single crystals suitable for X-ray diffraction were obtained by recrystallization from amixture of ethyl acetate and petroleum ether. Experimental detailsThe Hatoms bonded to Cand Natoms were positioned geometrically and refined using ar iding modelThe Hatoms bonded to Oatoms were located in difference Fourier maps and refined with O-H distance restraints of 0.85(2) Å and DiscussionAmides are very useful starting materials for the synthesis of various bioactive molecules [2]. These compounds are also widely applied in medicine [3] and agriculture [4]. In view of these facts and in continuation of our interest in the agriculture,we attempted to synthesize aseries of amide derivatives, some of which have comparatively high fungicidal activity.The benzene ring in the title crystal structure is planar. The carboxamide moiety is coplanar with the benzene ring [dihedral angle 176.2(3)°]. The interatomic distance for C9-O1 is 1.218(4) Å,revealing anormal C=O double bond. In addition, the X-ray data also indicate intermolecular and intramolecular Hbonding interactions.