1-ARYLAMINO-2,3-DIHYDRO-1H-IMIDAZOLE-2-THIONES FROM THE REACTION OF 1-[2-(2-ARYLHYDRAZONO)ALKYL]-PYRIDINIUM IODIDES WITH POTASSIUM THIOCYANATE

Citation
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
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
03855414
Volume
37
Issue
3
Year of publication
1994
Pages
1873 - 1878
Database
ISI
SICI code
0385-5414(1994)37:3<1873:1FTRO1>2.0.ZU;2-3
Abstract
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.