Jg. Schantl et al., 1-ARYLAMINO-2,3-DIHYDRO-1H-IMIDAZOLE-2-THIONES FROM THE REACTION OF 1-[2-(2-ARYLHYDRAZONO)ALKYL]-PYRIDINIUM IODIDES WITH POTASSIUM THIOCYANATE, Heterocycles, 37(3), 1994, pp. 1873-1878
The conversion of 1-[2-(2-arylhydrazono)alkyl]pyridinium iodides (1) w
ith potassium thiocyanate into 1-arylamino-2,3-dihydro-1H-imidazole-2-
thiones (4) is envisaged to result from the [3+2] cycloaddition reacti
on of intermediate arylazoalkenes (2) and thiocyanic acid via the azom
ethine imine cycloadducts (3) followed by 1,4-hydrogen shift.