Studies on ketene and its derivatives. Part 119. Reactions of haloketenes with 2-arylideneaminopyridines |
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| Authors: | Nobuya Katagiri Tetsuzo Kato Ryuji Niwa |
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| Institution: | 1. Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980, Japan;2. Central Research Institute, Kantoishi Pharmaceutical Co. Ltd., 1780 Kitano, Tokorozawa 359, Japan |
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| Abstract: | Reactions of haloketenes with 2-arylideneaminopyridines were examined. Reaction of dichloroketene with 2-benzylideneaminopyridines gave 2,2-dichloro-3-phenyl-3-(2-pyridylamino)propanoic acids and 3-chloro-2-phenylpyrido1,2-a]pyrimidin-4(4H)-ones. Similar reaction of dichloroketene with 2-(2-furfurylideneamino)-pyridines gave 3-chloro-2-(2-furyl)pyrido1,2-a]pyrimidin-4-(4H)-ones. Chloroketene and chlorophenylketene also reacted with 2-arylideneaminopyridines to give pyrido1,2-a]pyrimidin-4(4H)-ones. Ring transformations of pyrido1,2-a]pyrimidin-4-(4H)-ones were carried out to give 1,8-naphthyridin-4(1H)-ones and imidazo1,2-a]-pyridines. |
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