Synthesis, Characterization and Biological Activity of Some Phenolic Mannich Bases

Abstract

This study was aimed to the synthesis of some phenolicMannich bases. The biological activity of the targeted molecules was then evaluated and most of the Mannich bases exhibited significant antibacterial and antifungal potential. A general synthesis strategy was adopted, the active hydrogen compound, formalin and a secondary amine were mixed in ethanol for different intervals to afford the final products. In this way the following Mannich bases were synthesized: 1) 1(1-[(piperidin-1-yl) methyl] naphthalen-2-ol). 2) 2(3-(diethyl amino) naphthalen-2-yl acetate). 3) N,N-dimethyl-1-[(naphthalen-2-yl)oxy]methanamine. 4) 3-(hydroxymethyl)-1-[(morpholin-4-yl) methyl] naphthalen-2-yl acetate. 5) 3-(hydroxymethyl)-1-[(4-ethylpiperazin-1-yl) methyl] naphthalen-2-yl acetate. 6) (1-[(dibenzylamino) methyl] naphthalen-2-ol). 7) (2-(diethyl amino) phenyl acetate). 8) (2-[(dimethyl amino) methyl] phenol). 9) 4-{[3-(morpholin-4-yl)-2, 3-dihydro-1-benzofuran-3-yl] methyl} morpholine. 10) (2-[(dibenzylamino) methyl] phenol). 11) 2-[(diethylamino) methyl] phenyl acetate. 12) 4-(7-methyl-2,3-dihydro-1-benzofuran-3-yl)morpholine. 13) 1-methyl-4-(7-methyl-2, 3-dihydro-1-benzofuran-3-yl) piperazine. 14) Methylenebis (6-amino-2, 1-phenylene) diacetate. 15) 2-amino-6-[(dipropylamino)methyl] phenol. 16) N, N-dibenzyl-1-(2, 3-dihydro-1, 3-benzoxazol-7-yl)methanamine. 17) [1-(4-ethylpiperazin-1-yl)-1, 2-dihydronaphtho [2, 1-b] furan-4-yl] methanol. The constitution of the target molecules have been characterized by using a combination of spectral techniques (UV, IR, 1HNMR and MS).