, Optimization Studies on Synthesis of TKX-50  

作　　者：Yulia D. Golenko Maxim A. Topchiy Andrey F. Asachenko Mikhail S. Nechaev Dmitriy V. Pleshakov 

机构地区：[1]A. V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Moscow, 119991, Russian Federation [2]Mendeleyev University, Miusskaya sq., 9, Moscow, 125047, Russian Federation

出　　处：《Chinese Journal of Chemistry》2017年第1期98-102,共5页中国化学（英文版）

摘　　要：A systematic study of TKX-50 and ABTOX synthesis using both Klap6tke and Tselinskii modified procedures is described. The influence of temperature, moisture, acid amount and nature on the most critical synthesis step - diazidoglyoxime cyclization is shown. Experimental results show that presence of moisture in reaction mixture leads to product yield decreasing. The reaction temperature is another key parameter affecting product yield. High reaction temperature shows negative influence on the product yield in Klap6tke method. In Tselinskii procedure the yield of product grows with the reaction temperature increasing. For Klap6tke one-pot method, combination of N-methyl-2-pyrrolidone with 1,4-dioxane is the best solvent, whereas Tselinskii one-pot procedure gives high yield of product when combination of toluene with 0.5 equiv, of 1,8-diazabicyclo[5.4.0]undec-7-ene （DBU） is used. Us- ing optimized conditions one-pot five-step synthesis of TKX-50 starting from glyoxime is successfully performed and scaled up to 50 g.A systematic study of TKX-50 and ABTOX synthesis using both Klap6tke and Tselinskii modified procedures is described. The influence of temperature, moisture, acid amount and nature on the most critical synthesis step - diazidoglyoxime cyclization is shown. Experimental results show that presence of moisture in reaction mixture leads to product yield decreasing. The reaction temperature is another key parameter affecting product yield. High reaction temperature shows negative influence on the product yield in Klap6tke method. In Tselinskii procedure the yield of product grows with the reaction temperature increasing. For Klap6tke one-pot method, combination of N-methyl-2-pyrrolidone with 1,4-dioxane is the best solvent, whereas Tselinskii one-pot procedure gives high yield of product when combination of toluene with 0.5 equiv, of 1,8-diazabicyclo[5.4.0]undec-7-ene （DBU） is used. Us- ing optimized conditions one-pot five-step synthesis of TKX-50 starting from glyoxime is successfully performed and scaled up to 50 g.

关 键 词：TKX-50 ABTOX energetic salts TETRAZOLES solvent effects 

分 类 号：TQ225.241[化学工程—有机化工] TQ251.3