Two aryl-substituted thiourea compounds, N,N′-bis[2-(dimethylamino)phenyl]thiourea (1) and N,N′-bis[2-(diethylamino)phenyl]thiourea (2), both exhibit intramolecular hydrogen bonds, corresponding to the N—H resonance acquired from 1H NMR spectroscopy. The other N—H bonds form close… Click to show full abstract
Two aryl-substituted thiourea compounds, N,N′-bis[2-(dimethylamino)phenyl]thiourea (1) and N,N′-bis[2-(diethylamino)phenyl]thiourea (2), both exhibit intramolecular hydrogen bonds, corresponding to the N—H resonance acquired from 1H NMR spectroscopy. The other N—H bonds form close contacts with the sulfur atom in an adjacent molecule. Different basicity of the NR 2 substituents accounts for the red shift of the N—H stretch in 1 compared to that of 2 acquired from IR spectroscopy.
               
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