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

Abstract

N,N′-Bis[2-(dimethylamino)phenyl]thiourea, C17H22N4S (1), and N,N′-bis[2-(diethylamino)phenyl]thiourea, C21H30N4S (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 NR 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. © 2023 International Union of Crystallography. All rights reserved.