Reactions of a series of 1-aminobenzimidazoles and 1-amino-3-methylbenzimidazolium chlorides with 2,4-pentanedione.
Reactions of a series of 1-aminobenzimidazoles and 1-amino-3-methylbenzimidazolium chlorides with 2,4-pentanedione were carried out and pyridazino[1,6-a]benzimidazoles and 2-pyrazolylanilines were generated. The product ratios of these compounds remarkably depended on the reaction conditions and on the electronic character of the substituent at the benzene moiety. The possible mechanisms involved in these reactions are discussed.
Kaiya
T
T
Faculty of Pharmaceutical Sciences, Nagoya City University, Japan.
Aoyama
S
S
Kohda
K
K
D001562:Benzimidazoles / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010422:Pentanones / Q000737:chemistry*
D001562:Benzimidazoles; D010422:Pentanones; C008790:acetylacetone