Highly Efficient and Simple Route to Synthesize N-(4-Acetylphenyl)-4-chlorobenzenesulfonamide and Its Crystal Structure


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Abstract

The one-pot synthesis of N-(4-acetylphenyl)-4-chlorobenzenesulfonamide under base conditions is carried out. The present method offers several advantages such as excellent yields, short reaction times and high purity. The chemical structure was elucidated using 1H-NMR, FT-IR and UV-Vis spectroscopy. The crystal structure of the substance was determined by single crystal X-ray structure analysis. The molecule is in a V-shape. The two substituted benzene rings make the dihedral angle of 84.31(9)°. In the crystal packing, the molecules are linked by N–H···O and C–H···O hydrogen bonds into double chains along the b-axis. The crystal is further stabilized by weak C−H···O, C−Cl···π and π···π interactions.

About the authors

T. Kobkeatthawin

Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science

Email: suchada.c@psu.ac.th
Thailand, Songkhla, 90110

S. Chantrapromma

Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science

Author for correspondence.
Email: suchada.c@psu.ac.th
Thailand, Songkhla, 90110

C. S. Chidan Kumar

X-ray Crystallography Unit, School of Physics; Department of Engineering Chemistry, Vidya Vikas Institute of Engineering and Technology

Email: suchada.c@psu.ac.th
Malaysia, Penang, 11800; Alanahalli, Mysuru, Karnataka, 570028

H.-K. Fun

X-ray Crystallography Unit, School of Physics

Email: suchada.c@psu.ac.th
Malaysia, Penang, 11800

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