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以 3 ,5 二硝基苯甲酸 (DNBA)为原料经过 3步反应合成了 7 氨基 6 硝基苯并二氧化呋咱 (ANBDF) :第 1步反应 ,在二氯乙烷惰性溶剂中 ,DNBA与叠氮酸反应并发生Schmidt重排反应生成 3 ,5 二硝基苯胺 ( 1 ) ,产率89.6% ;第 2步反应 ,1在含 1 0 0 %硫酸的硝硫混酸中硝化生成五硝基苯胺 ( 2 ) ,产率 5 1 .1 % ;第 3步反应 ,2与叠氮酸反应 ,不经分离直接进行热解脱氮、Schmidt重排反应 ,得到目标化合物 (ANBDF) ,m .p .2 0 4℃～ 2 0 6℃ ,产率86.8%。用元素分析 ,IR ,1HNMR和MS(FAB)对ANBDF的结构进行了鉴定 ,确证其分子结构中含有氨基、硝基及苯并氧化呋咱环 ,这些基团存在于同一个苯环上 ,且处于同一平面。并对合成反应的机理及反应条件进行了讨论。
Amino-6-nitrobenzofurazan dioxide (ANBDF) was synthesized from 3, 5 dinitrobenzoic acid (DNBA) by three steps: the first step in the reaction of dichloroethane inert solvent DNBA With nitric acid and Schmidt rearrangement reaction to generate 3, 5 dinitroaniline (1), the yield of 89.6%; the second step of the reaction, 1 in nitric acid mixed sulfuric acid containing 100% sulfuric acid nitration to produce pentanitrite (2), the yield of 51.1%; the third step reaction, 2 and the reaction of azidation, pyrolysis and denitrification directly without separation, Schmidt rearrangement reaction, the target compound (ANBDF), m. p. 2 0 4 ℃ ~ 2 0 6 ℃, yield 86.8%. The structure of ANBDF was identified by elemental analysis, IR, 1HNMR and MS (FAB). The structure of ANBDF was confirmed to contain amino, nitro and benzofuranoxy rings in the molecular structure, all of which exist on the same benzene ring, and In the same plane. The mechanism of synthesis reaction and reaction conditions were also discussed.