Synthesis, Characterization and Antibacterial Activity of New 1,2- and 1,4-Bis(N’-Substituted Thioureido)benzene Derivatives

Abstract

Synthesis of two series of 1,2- and 1,4-bis(thioureido)benzene derivatives was accomplished by the treatment of corresponding alkanoyl/aroyl chlorides with potassium thiocyanate in dry acetone to afford the respective isothiocyanates as intermediates. The latter were treated in situ with 1,2- and 1,4-diaminobenzene, respectively, to afford the title compounds in high yields. A total of sixteen new compounds are reported herein. The structures of the products were confirmed by spectroscopic techniques (IR, ¹H and ¹³C NMR, mass spectrometry), elemental analysis and in case of 1d, by X-ray diffraction technique. All the synthesized compounds were also subjected to antibacterial bioevaluation against ten different Gram-positive and Gram-negative bacterialstrains using levofloxacin as the standard drug and were shown to possess promising activities.

KEYWORDS Bis(thioureido)benzene, antibacterial activity, crystal structure.