SYNTHESIS, CHARACTERISATION AND ANTIBACTERIAL ACTIVITY OF FLUORINE-CONTAINING DERIVATIVES OF PIPERAZINE AND MORPHOLINE

The treatment of 2-fluorobenzylchloride (1), 3-fluorobenzylchloride (2), 4-fluorobenzylchloride (3), 3-trifluoromethylbenzylchloride (4) and 4-trifluoromethylbenzylchloride (5), 2-fluorobenzylbromide (6), 3fluorobenzylbromide (7), 4-fluorobenzylbromide (8), 3trifluoromethylbenzylbromide (9) and 4-trifluoromethylbenzylbromide (10) with piperazine (A) in the presence of triethylamine gave the corresponding 1,4-Di-(2-fluorobenzyl)-piperazine (11), 1,4-Di-(3fluorobenzyl)-piperazine (12), 1,4-Di-(4-fluorobenzyl)-piperazine (13), 1,4-Di-(3-trifluoromethylbenzyl)-piperazine (14) and 1,4-Di-(4trifluoromethylbenzyl)-piperazine (15) in reasonably good yields. In analogous reactions, morpholine (B) reacted smoothly with 1-10 to form the respective fluorine containing monosubstituted derivatives (16-20) in moderate yields. The compounds were characterized by using IR, and 1 H and 19 F NMR spectroscopy, MS and elemental analysis. The piperazine derivatives (11-15) and morpholine derivatives (16-20) have been subjected to antibacterial screening.