Affiliation:
1. Department of Physical Science, Faculty of Applied Sciences, Tunku Abdul Rahman University of Management and
Technology, Setapak, 53300, Kuala Lumpur, Malaysia
2. Chemistry Division, Centre for Foundation Studies in Science,
Universiti Malaya, Kuala Lumpur, Malaysia
3. Centre for Natural Products Research and Drug Discovery (CENAR),
Universiti Malaya, Kuala Lumpur, Malaysia
Abstract
Abstract:
Urea derivatives are an important class of pharmacologically-active compounds due to their
ability to form hydrogen bonds with biological targets. Several synthetic pathways have been developed
to access urea derivatives, such as the metal-free and metal-catalysed carbonylation reactions of
amines and the Curtius, Hofmann, and Tiemann rearrangement reactions. This study aimed to synthesize
urea derivatives from primary amines. The urea derivatives were synthesized from primary
amines and potassium cyanate in 1M HCl aqueous solution under ambient conditions and were isolated,
followed by characterization using FTIR, DSC, and NMR (1H and 13C). A new urea derivative, N,
N-diethylaminopropylurea (6), together with N-phenylurea (1), para-tolylurea (2), orthomethoxyphenylurea
(3), para-methoxyphenylurea (4), N-benzylurea (5), and N-butylurea (7), was
successfully synthesized under acidic conditions. This work presents the synthesis and characterization
data of a newly-reported urea derivative, N, N-diethylaminopropylurea (6), and extends the substrate
scope to basic side chains in the synthesis of urea derivatives from primary amines and potassium
cyanate in water.
Funder
Tunku Abdul Rahman University College Internal Research Grant
Publisher
Bentham Science Publishers Ltd.
Subject
Organic Chemistry,Biochemistry