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Synthesis and Structural Characterization of Substituted Benzoyl Thiourea
Nurfarihah Binti Zaidi @ Zaidi Azlan
Supervisor: Prof. Madya Dr Mohd Sukeri Bin Mohd Yusof
Bachelor of Science (Chemical Sciences)
School Of Fundamental Science
The title compounds namely N-(4-chlorobenzoyl)-N’-(benzyl)thiourea (I), N-(4-
methylbenzoyl)-N’-(benzyl)thiourea (II), and N-(4-methoxybenzoyl)-N’-
(benzyl)thiourea (III) have been successfully synthesized by using condensation
technique called reflux. The reaction of ammonium thiocyanate with three different
benzoyl chlorides that is 4-chlorobenzoyl chloride, 4-methylbenzoyl chloride and 4-
methoxybenzoyl chloride then react with benzyl amine gave out the three new
compounds with slightly different characters. They were then characterized by typical
spectroscopic techniques, Fourier Transformed Infrared (FT-IR), Nuclear magnetic
resonance (NMR), and CHNS analysis. It is observed that there are 4 mains stretching
vibrations in the IR spectra, v(N-H), v(C=O), v(C-N) and v(C=S) at 2996-3295 cm -1 ,
1600-1670 cm -1 1466-1555 cm -1 , and 694-761 cm -1 respectively. In 13 C NMR spectra,
the carbon carbonyl resonance for (I), (II) and (III) can be observed at 165 ppm, 167
ppm and 162 ppm respectively. Meanwhile, resonance of carbon thione groups can
be observed at 178 ppm, 180 ppm and 167 ppm. In 1 H NMR spectra, two singlet N-H
resonances can be observed, one in up field region, while another one in downfield
region.
445 | U M T U N D E R G R A D U A T E R E S E A R C H D A Y 2018