Studies of the Synthesis of Furan Compounds. XXVI. The Reaction of 5-Nitro-2-furimidoylhydrazine with Acid Anhydrides
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概要
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Reactions between 5-nitro-2-furimidoylhydrazine (I) and acetic or propionic anhydride (or the corresponding acids) under various conditions afforded 5-methyl- (II) and 5-ethyl-2-(5-nitro-2-furyl)-1,3,4-oxadiazole (IV) and 5-methyl- (III), 5-ethyl- (IX), 1 -acetyl-5-methyl- (VII), 1-propionyl-5-ethyl- (VIII), 1-propionyl-5-methyl- (X), and 1-acetyl-5-ethyl-3-(5-nitro-2-furyl)-1,2,4-triazole (XI) respectively. The treatment of I with acetic and propionic anhydride in refluxing benzene or tetrahydrofuran gave 1-acetyl- (V) and 1-propionyl-2-(5-nitro-2-furimidoyl)-hydrazine (VI) respectively. Compounds, VII, VIII, X, and XI were also prepared by the cyclization of V with propionic anhydride and by that of VI with acetic anhydride in dioxane. The structures of the products were discussed on the basis of the spectral data.
- 公益社団法人 日本化学会の論文
著者
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Kato Yasuhiko
Laboratory of Organic Synthesis, Department of Chemical Engineering, Kyushu Institute of Technology
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Hirao Ichiro
Laboratory of Industrial Chemistry, Department of Chemical Engineering, Kyushu Institute of Technology
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Tateishi Hiromichi
Laboratory of Organic Synthesis, Department of Chemical Engineering, Kyushu Institute of Technology
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