Stable Sulfur Ylides. VIII. The Reactions of 1,3-Oxazin-4-one Derivatives

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概要

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• 6-Methyl-5-methylthio-2-[2(1H)-quinolylidene] methyl-1,3-oxazin-4-one (1) was treated with acid to give 4-methyl-5-methylthio-3-[2(1H)-quinolylidene] pyridine-2,6 (1H, 3H)-dione (2) in good yield. Similarly, 2-aminopyridine derivatives (7a-e) were obtained by the reaction of 1 with various amines. On the thermolysis of 1,3-methylthio-2-[2 (1H)-quinolylidene]-3,5-dioxohexanitrile (12) was obtained. When 1 was treated with trifluoroacetic anhydride, a trifluoroacetyl group was introduced at the active methine moiety of 1. No ring conversion occurred in the reaction of 6-methyl-5-methylthio-2-[2 (1H)-quinolylidene-2-quinolyl] methyl-1,3-oxazin-4-one (13) with various reagents, whereas ring cleavage of the 1,3-oxazine ring of 13 was observed. Dimethylsulfonium acetyl-N-phenylcarbamoylmethylide (18) was treated with quinoline 1-oxide and acetyl chloride to give 4-methyl-3-methylthio-1-phenyl-5-[2 (1H)-quinolylidene] pyridine-2,6 (1H, 5H)-dione (20) instead of the 1,3-oxazin-4-one derivative (19).

• 公益社団法人日本薬学会の論文
• 1980-10-25

著者

• 木下 敏夫

  Faculty of Pharmaceutical Sciences, Nagasaki University

• 古川 淳

  Faculty of Pharmaceutical Sciences, Nagasaki University

• 渡辺 三明

  Faculty of Pharmaceutical Sciences

• 木下 敏夫

  School of Pharmaceutical Sciences, Nagasaki University

• 渡辺 三明

  Center For Instrumental Analysis Nagasaki University

• 木下 敏夫

  School Of Pharmaceutical Sciences Nagasaki University

• 笹田 豊

  Faculty of Pharmaceutical Sciences, Nagasaki University

• 笹田 豊

  Faculty Of Pharmaceutical Sciences Nagasaki University

関連論文

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