Abstract

Novel cinnamoyl thiourea derivative of 2-morpholino ethylamine, namely 1-(2-Morpholinoethyl)-3-(3-phenylacryloyl)thiourea have been successfully synthesized. The reaction of cinnamoylisothiocyanate with 2-morpholino ethylamine gave the compounds (I). The new compound was analyzed and characterized by typical spectroscopic techniques, namely IR and 1H and 13C multi-nuclear magnetic resonance (NMR). The structure of I was determined by single crystal X-ray diffraction method and crystallised in the triclinic system with space group PÄ«, a = 6.1452(14)Å, b = 9.731(2)Å, c = 14.690(3)Å, α = 98.711(4)°, β = 93.971(4)°, γ = 104.444(4)° and Z = 2. The molecule adopts cis-trans configuration with respect to the position of the 2-morpholino ethylamine moiety and cinnamoyl groups against the S atom across the C-N bonds. The infrared spectra of I showed four significant stretching vibrations of v(N-H), v(C=O), v(C-N) and v(C=S) at 3167, 1675, 1330 and 845 cm^-1, respectively. The ¹³C NMR chemical shift for the thiourea moiety appeared at ca. dC 179 ppm.

Key words: Thiourea, spectroscopy, x-ray crystallography.