Ultrasound-assisted thiocyanation of aromatic and heteroaromatic compounds using ammonium thiocyanate and DDQ.
Thiocyanation of various aromatic and heteroaromatic compounds has been achieved in the presence of ammonium thiocyanate (NH(4)SCN) and 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) in methanol solution under ultrasound irradiation. An ultrasonic probe of 24 kHz frequency has been used for this study. Whereas the use of ultrasound increases the rate of reactions compared with reactions at reflux conditions, the electron-donor ability of aromatic nucleus enhances also the rate of reaction.
Memarian
Hamid R
HR
Department of Chemistry, Faculty of Science, University of Isfahan, 81746-73441 Isfahan, Iran. Electronic address: memarian@sci.ui.ac.ir.
Mohammadpoor-Baltork
Iraj
I
Department of Chemistry, Faculty of Science, University of Isfahan, 81746-73441 Isfahan, Iran. Electronic address: imbaltork@sci.ui.ac.ir.
Nikoofar
Kobra
K
Department of Chemistry, Faculty of Science, University of Isfahan, 81746-73441 Isfahan, Iran.
D016227:Benzoquinones / Q000737:chemistry; D006841:Hydrocarbons, Aromatic / Q000138:chemical synthesis* / Q000528:radiation effects*; D007202:Indicators and Reagents; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D013055:Spectrophotometry, Infrared; D013861:Thiocyanates / Q000138:chemical synthesis* / Q000528:radiation effects*; D014465:Ultrasonics
D016227:Benzoquinones; D006841:Hydrocarbons, Aromatic; D007202:Indicators and Reagents; D013861:Thiocyanates; C000928:dichlorodicyanobenzoquinone; C026976:thiocyanic acid