【摘要】 以3,5-二氯苯胺为原料经过4步反应合成了7-氨基-6-硝基苯并二氧化呋咱(ANBDF)。在四氢呋喃溶剂中,3,5-二氯苯胺与氯乙酰氯反应得到3,5-二氯-N-氯乙酰基苯胺(Ⅰ),收率97.7%;(Ⅰ)在室温下于浓硫酸(98%)-发烟硝酸(98%)中硝化2 h,得到3,5-二氯-2,4,6-三硝基-N-氯乙酰苯胺(Ⅱ),收率92.3%。(Ⅱ)在冰乙酸中,与NaN3反应,不经分离直接在110°C下进行热解脱氮得到7-氯乙酰氨基-6-硝基苯并二氧化呋咱(Ⅲ),收率82.5%。(Ⅲ)碱性水解得到目标化合物7-氨基-6-硝基苯并二氧化呋咱(Ⅳ),熔点204~205°C,收率66%。讨论了关键反应的影响因素,并通过红外光谱、核磁共振、质谱及元素分析确定了目标化合物及其中间体的结构。更多还原

【Abstract】 7-Amino-6-nitrobenzodifuroxan(ANBDF) was prepared through a four-step reaction process using 3,5-dichloroaniline as starting material.3,5-dichloro-N-chloroacetaniline(Ⅰ) was prepared in 97.7% yield by the reaction of chloro-acetic chloride with 3,5-dichloroaniline in the media of THF.Nitration of the compound(Ⅰ) with a mixture of fuming nitric acid(98%) and concentrated sulphuric acid(98%) at room temperature for 2 h gave 3,5-dichloro-2,4,6-trinitro-N-chloroacetaniline (Ⅱ) in 92.3% yield.7-Chloroacetamide-6-nitrobenzodifuroxan(Ⅲ) was obtanined in(82.5%) yield from (Ⅱ) and sodium azide in acetic acid through denitrogenization at 110 °C.The title compound(Ⅳ) was prepared by hydrolyzing of(Ⅲ) in basic media with a yield of 66%.The melting point of Ⅳ is 204～205 °C.The factors affecting the key reactions were discussed.The structures of 7-amino-6-nitrobenzodifuroxan and its three intermediates have all been determined by IR,~1H NMR,MS and elemental analysis.更多还原