3-氨基-4-氧代氰基呋咱捕获与表征

3,4-双(4-氨基呋咱-3-基)氧化呋咱由活性中间体3-氨基-4-氧代氰基呋咱分子间发生二聚获得,但3-氨基-4-氧代氰基呋咱不稳定,无法通过分离、纯化及光谱鉴定证实其存在.采用4种不同的烯烃与3-氨基-4-氧代氰基呋咱发生1,3-偶极环加成反应得到3-(4-氨基呋咱-3-基)-5-氰基-Δ2-异噁唑啉、3-(4-氨基呋咱-3-基)-5-乙酰氧基-Δ2-异噁唑啉、3-(4-氨基呋咱-3-基)-5-正丁基-Δ2-异噁唑啉及3-(4-氨基呋咱-3-基)-环己烷并-Δ2-异噁唑啉4种Δ2-异噁唑啉衍生物;采用苯甲酰氯为捕获剂,与3-氨基-4-氧代氰基呋咱反应获得了3-氨基-4-(N-苯甲酸基氨基羰基)呋咱化合物;通过红外光谱、核磁共振光谱、质谱、元素分析表征了5种新化合物的结构,提供了活性中间体3-氨基-4-氧代氰基呋咱存在的间接证据.

Capture and Characterization of 3-Amino-4-oxycyanofurazan

3,4-Bis(4-aminofurazan-3-yl)-furoxan was synthesized by the dimerizaion of 3-amino-4-oxy cyano-furazan. However, 3-amino-4-oxycyanofurazan was not steady and could not be separated, purified and confirmed by spectrum. Therefore, 1,3-dipolar cycloaddition reactions of 3-amino-4-oxycyanofurazan were performed with four different olefins, and four novel compounds were synthesized, which were 3-(4-aminofurazan-3-yl)-5-cyano-△~2-isoxazoline, 3-(4-aminofurazan-3-yl)-5-acetoxy-△~2-isoxazoline, 3-(4-aminofurazan-3-yl)-5-butyl-△~2-isoxazoline and 3-(4-aminofurazan-3-yl)-cyclohexyl-△~2-isoxazoline. At the same time, 3-amino-4-(N-benzoyloxyaminocarbonyl)-furazan was synthesized by the capture of 3-amino-4-oxycyanofurazan with benzoyl chloride. The structures of the five novel compounds were confirmed by IR, ~1H NMR, ~(13)C NMR, MS techniques and elemental analysis. These studies provided indirect evidences for the presence of 3-amino-4-oxycyanofurazan.