Abstract
A SET of eight thiomorpholide-hydrazone conjugates 6a-g and 7 was prepared in good yield by sequential Willgerodt-Kindler reaction on 4-aminoacetophenone then condensation with the considered aromatic aldehydes. The molecular fragmentation of these conjugates was interpreted by EI-MS. Structure elucidation of these derivatives was further studied using H-1 NMR, COSY, C-13 NMR, Dept-135 degrees and HSQC techniques. The preferred conformation of the morpholine ring was assigned as the C-4(1) conformation. The COSY spectrum of compound 6c showed abnormal deshielding of the N(CH2)(2) over the O(CH2)(2) protons which was explained. In vitro antimicrobial screening of these congeners along with standard antibiotics disclosed their moderate activity against E. coli, S. aureus and C. albicans.