Synthesis, characterization, and crystal structures of N,N'-bis-(2-di-alkyl-amino-phen-yl)thio-ureas.

N,N'-Bis[2-(di-methyl-amino)-phen-yl]thio-urea, C(17)H(22)N(4)S (1), and N,N'-bis-[2-(di-ethyl-amino)-phen-yl]thio-urea, C(21)H(30)N(4)S (2), were prepared by the treatment of 1,1'-thio-carbonyl-diimidazole and 2 equivalents of 2-amino-N,N'-di-alkyl-aniline. Both compounds exhibit intra-molecular hydrogen bonds between the N-H(thio-urea) and NR (2) (R = Me, Et) groups. The other N-H bonds face the sulfur atoms of S=C bonds in an adjacent mol-ecule, which forms an inter-molecular inter-action in the packed structure. The structural details match the spectroscopic data acquired from NMR and IR spectroscopy.