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Communication | Regular issue | Vol 12, No. 4, 1979, pp.465-470
Published online, 1st January, 1970
DOI: 10.3987/R-1979-04-0465
The Preparation of 1,4-Diaryl-1,4-bis(diethylphosphonomethyl)azinemethylene and Its Reaction with Aryldehydes

Otohiko Tsuge,* Gouki Fukata, Kiyoshi Kikuchi, and Masashi Tashiro

*Research Institute of Industrial Science, Faculty of Engineering, Kyushu University, 6-1, Kasuga-koen, Kasuga 816-8580, Japan


The title compounds, 1,4-diphenyl- (11a) and 1,4-di-p-tolyl-1,4-bis(diethylphosphonomethyl)azinemethylene (11b) were prepared by the reaction of the corresponding 1,4-bis(bromomethyl)-1,4-diphenyl- (10a) and 1,4-bis(bromomethyl)-1,4-di-p-tolylazinemethylene (10b) with triethylphosphate. It was found in the reaction of 11 with arylaldehydes such as benzaldehyde (8a) and p-tolualdehyde (8b) that 1-(1,3-diarylpropen-1-yl)-3,5-diarylpyrazoles (5) were obtained as main product but not expected styryl aryl ketone azines (4).