N,N′-双(3,5-二氯-2,4,6-三硝基苯基)-3,4-二氨基呋咱的合成

Synthesis of N,N′-Bis(3,5-Dichloro-2,4,6Trinitrophenyl)-3,4-Diaminofurazan

  • 摘要: 介绍了新型炸药N,N′-双(3,5-二氯-2,4,6-三硝基苯基)-3,4-二氨基呋咱的合成.在碱性介质中,二氯乙二肟(Ⅰ)与3,5-二氯苯胺反应,生成化合物N,N′-二(3,5-二氯苯基)二氨基乙二肟(Ⅱ),收率66%.(Ⅱ)在乙二醇的氢氧化钠溶液中高温脱水,制得化合物N,N′-双(3,5-二氯苯基)-3,4-二氨基呋咱(Ⅲ),收率64%.(Ⅲ)在70℃下于硝酸(w(HNO3)=85%)中硝化3 h,得到目标化合物N,N′-双(3,5-二氯-2,4,6-三硝基苯基)-3,4-二氨基呋咱(Ⅳ),熔点124125℃,收率82.7%.通过红外光谱、核磁共振、质谱及元素分析确定了3种化合物的结构.

     

    Abstract: The synthesis of a novel explosive-N,N′-bis(3,5-dichloro-2,4,6-trinitrophenyl)-3,4-diaminofurazan(BCNDAF) is described in detail.The condensation of dichloroglyoxime(Ⅰ) with 3,5-chloroaniline in basic media gives N,N′-bis(3,5-dichlorophenyl)diaminoglyxime(Ⅱ) with a yield of 66%.(Ⅱ) can then be converted to N,N′-bis(3,5-dichlorophenyl)-3,4-diaminofurazan(Ⅲ) with a yield of 64% via dehydration in a NaOH/HOCH2CH2OH solution at high temperature.The title compound(Ⅳ) is obtained in 82.7% yield by the nitration of(Ⅲ) with nitric acid(w(HNO3)=85%)at 70?℃ for 3?h.The melting point of(Ⅳ)is 124~125?℃.The structures of N,N′-bis(3,5-dichloro-2,4,6-trinitrophenyl)-3,4-diaminofurazan and its two intermediates have been determined by IR,()1HNMR,MS and elemental analysis.

     

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