3,4-双(3′-硝基苯-1′-基)氧化呋咱的两种合成方法

Two Synthetic Methods of 3,4-Bis(3'-nitrophenyl-1'-yl) furoxan

分别采用邻二肟氧化脱氢和氧化腈二聚反应两种方法合成了3,4-双(3′-硝基苯-1′-基)氧化呋咱,并利用红外光谱、核磁共振、元素分析、DSC等对其进行了表征。邻二肟氧化脱氢法经苯偶酰硝化反应、羟胺加成、邻二肟氧化关环反应得到目标化合物,总收率为32.4%;氧化腈二聚法经苯甲腈加成、重氮化、氧化腈二聚反应、硝化反应得到了目标产物,总收率为21.0%。DSC结果表明氧化呋咱环开裂放热峰值为280.7℃,放热量为1142J.g-1。

3, 4-Bis （3＇-nitrophenyl-1＇-yl）furoxan was synthesized by two methods （oxidative dehydrogenation reaction and dimerlzation reaction of nitrile oxide）. The target compound was characterized by IR, NMR,elemental analysis and DSC. The target compound was obtained with yield of 32.4% by the oxidative dehydrogenation reaction which involved nitration of benzil, hydroamine addition,and oxidative eyelization, and the target compound was obtained with yield of 21.0% by the dimerization reaction of nitrile oxide which involved hydroamine addition of benzonitrile, diazotization, intermoleeular eyelization and nitration of 3,4-bisphenyl fnroxan. DSC curve shows that the exothermie peak of the opening-ring for 3,4-bis （3＇-nitrophenyl-1＇-yl）furoxan is 280.7℃ with releasing heat of 1142 J.g^-1