Synthesis, spectral analysis and biological evaluation of 2-{[(morpholin-4-yl)ethyl]thio}-5-phenyl/aryl-1,3,4-oxadiazole derivatives.

Aziz-ur-Rehman; Khan, Samreen Gul; Naqvi, Syed Ali Raza; Ahmad, Matloob; Akhtar, Naheed; Bokhari, Tanveer Hussain; Irfan, Muhammad; Usman, Ali; Batool, Sidra; Rasool, Shahid; Shah, Syed Adnan Ali; Shahid, Muhammad

A series of new derivatives of 4-(2-chloroethyl)morpholine hydrochloride (5) were efficiently synthesized. Briefly, different aromatic organic acids (1a-f) were refluxed to acquire respective esters (2a-f) using conc. H2SO4 as catalyst. The esters were subjected to nucleophillic substitution by monohydrated hydrazine to acquire hydrazides (3a-f). The hydrazides were cyclized with CS2 in the presence of KOH to yield corresponding oxadiazoles (4a-f). Finally, the derivatives, 6a-f, were prepared by reacting oxadiazoles (4a-f) with 5 using NaH as activator. Structures of all the derivatives were elucidated through 1D-NMR EI-MS and IR spectral data. All these molecules were subjected to antibacterial and hemolytic activities and showed good antibacterial and hemolytic potential relative to the reference standards.

ORGANIC acids; OXADIAZOLES; ESTERS; HYDRAZIDES; MORPHOLINE

Pakistan Journal of Pharmaceutical Sciences, 2021, Vol 34, p441

1011-601X

Academic Journal

10.36721/PJPS.2021.34.1.SP.441-446.1