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Communication | Regular issue | Vol 3, No. 12, 1975, pp.1081-1086
Published online, 1st January, 1970
DOI: 10.3987/R-1975-12-1081
The Reaction of Enaminoketones with Benzoyl Isothiocyanate

Otohiko Tsuge* and Akitaka Inaba

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

Abstract

The reaction of enaminoketone 1a with benzoyl isothiocyanate (7) in benzene afforded 2-thiopyridone derivatives, 8 [1:1 adduct - H2O and 9 [1:2 adduct - H2S], and 3-benzamidothiocarbamoyl compound 11 [1:1 adduct]: the relative yields depended upon the reaction conditions. On the other hand, enaminoketone 1b reacted with in benzene to yield the 1-benzoyl-2-thiopyridone 12 [1:2 adduct - (HNCS + H2O)], while the same reaction in dichloroethane gave the 2-thiopyridone 9b [1:2 adduct - H2S].