Synthesis, characterization, and crystal structures of N , N ′-bis(2-dialkylaminophenyl)thioureas

N , N ′-Bis[2-(dimethylamino)phenyl]thiourea, C 17 H 22 N 4 S ( 1 ), and N , N ′-bis[2-(diethylamino)phenyl]thiourea, C 21 H 30 N 4 S ( 2 ), were prepared by the treatment of 1,1′-thiocarbonyldiimidazole and 2 equivalents of 2-amino- N , N ′-dialkylaniline. Both compounds exhibit intramolecular hydrogen bonds between the N—H(thiourea) and N R 2 ( R = Me, Et) groups. The other N—H bonds face the sulfur atoms of S=C bonds in an adjacent molecule, which forms an intermolecular interaction in the packed structure. The structural details match the spectroscopic data acquired from NMR and IR spectroscopy.