Synthesis and characterization of methyl 4-(4-aminostyryl) benzoate as a potential precursor in the synthesis of Schiff base derivatives

Methyl 4-(4-aminostyryl) benzoate was successfully prepared and characterized. The compound was characterized via Fourier transform infrared (FT-IR), 1H and 13C nuclear magnetic resonance (NMR) and UV-Visible analysis (UV-Vis). From the FT-IR result, it can be concluded that there is absorption of interest in carbon-carbon bond formation at 1624 cm−1 and it is assigned as C=C. While 1H NMR result showed the presence of methoxy resonance as singlet and the resonance of carbon-carbon bond formation at the expected regions. 13C showed the most deshielded regions appeared at carbons of carbonyl which is at δC 166.01 ppm and the carbons for methyl group at 50.97 ppm. In UV-Vis analysis, there are two important peaks that can be observed which is attributed in the presence of n-π* and π-π* electronic transition of C=O chromophores. The result suggested that the synthesized compound has great potential to act as precursor for formation of Schiff base derivatives. However, this study is still under preliminary stages on synthesizing Schiff base derivatives.