Reactions between CS2 and the exocyclic amino groups of 2-aminobenzothiazoles gave series of molecules bearing thiourea, isothiourea, dithiocarbamate, dithiocarboimine, dimethyldithiocarbamate, methyldithiocarbamate, S-CH3 and O-alkyl thiocarbarnic ester, and guanidine groups. Preferred tautomers and conformers were determined. Most compounds present coordinative bonds between the endocyclic sulfur atom, which behaves as a Lewis acid, and oxygen, nitrogen, and sulfur acting as bases. A new dibenzothiazolyltetraazathiapentalene containing a T-shaped hypervalent sulfur atom and displaying "single bond-no bond resonance" is discussed. X-ray structures of eleven compounds are reported. © Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
Téllez, F., Cruz, A., López-Sandoval, H., Ramos-García, I., Gayosso, M., Nely Castillo-Sierra, R., Paz-Michel, B., Nöth, H., Flores-Parra, A., & Contreras, R. (2004). Dithiocarbamates, thiocarbamic esters, dithiocarboimidates, guanidines, thioureas, isothioureas, and tetraazathiapentalene derived from 2-aminobenzothiazole. European Journal of Organic Chemistry, 4203-4214. https://doi.org/10.1002/ejoc.200400305