Synthesis of 1,5-Bis(p-toluenesulfonyl)-1,5-diazcyclooctane-3,7-dioxime as Potential High Energetic Intermediate
The syntheses of new 1,5-bis(p-toluenesulfonyl)-1,5-diazcyclooctane-3,7-dioxime(7) is reported. The unusual cyclodimerization of p-toluenesulfonamide and epichlorohydrin is described to prepare 1,5-bis(p-toluenesulfonyl)-3,7-dihydroxyoctahydro-1,5-diazocine(4), which is oxidated to the corresponding ketone 1,5-bis(p-toluenesulfonyl)-1,5-diazocine-3,7-dione (5), followed by oximation reaction to obtain the compound 7. The cis and trans isomers of diol 4 (4a and 4b) have been identified by spectral and chemical means and we have investigated its optimal experimental conditions. Our ultimate aim is to achieve a potential energetic intermediate, containing difluoramino structural components, initiated by amination of dioxime 7 and fluorination of its corresponding amine, and the further study is still in progress.
YANG Yue CAI Chun
Chemical Engineering College,Nanjing University of Science and Technology,Nanjing 210094,China
国际会议
2011 International Autumn Seminar on Propellants,Explosives and Pyrotechnics(2011国际推进剂、炸药、烟火技术秋季研讨会)
南京
英文
120-124
2011-09-20（万方平台首次上网日期，不代表论文的发表时间）