Synthesis of derivatives azomethine compounds bonded to alkoxylated benzene and their antibacterial activity tests

Abstract

Azometin compound has been synthesized from addition-elimination reaction between aromatic aldehyde compounds such as benzaldehyde, veratraldehyde, piperonal with primary amine compound from ethylenediamine. The presence of imine group (>C=N-), and alkoxy groups such as methoxy (-OCH₃) and methylenedioxy (-O-CH₂-O-) affected to their activity as antibacterials. In the synthesis of methoxy substituted azomethine compound from verataldehyde with ethylenediamine to produce N,N’-Bis(3,4-dimethoxybenzylidene) ethylenediamine in the form of white powder has a melting point of 164.8–166.2°C and in about 36.08% yield. In the synthesis of methylenedioxy-substituted azomethine compound from piperonal with ethylenediamine produced N,N’-Bis(3,4-methylenedioxybenzylidene) ethylenediamine in the form of greenish-white solid has a melting point of 176,3–177,4°C and in about 67,88% yield. In the synthesis of non-substituted azomethine compound from benzaldehyde with ethylenediamine produced N,N’-Bis(benzylidene)ethylenediamine in the form of orange solid has a melting point of 110.2-111.4°C and in about 34.82% yield. Antibacterial activity of compound N,N’-Bis(3,4-dimethoxybenzylidene)ethylenediamine, N,N’-Bis(3,4-methylenedioxybenzylidene)ethylenediamine, and N,N’-Bis(benzylidene) ethylenediamine with inhibitory zone diameter 0, 25; 3,08; 0.06 mm in S.aureus bacteria (G⁺) and 3.26; 4.61; 3.48 mm in E.coli bacteria (G⁻).