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呋咱并[3,4-e]-1,2,3,4-四嗪-1,3-二氧化物(FTDO)的合成
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作者单位:

四川大学化学学院,中国工程物理研究院化工材料研究所,中国工程物理研究院化工材料研究所,四川大学化学学院,四川大学化学学院

作者简介:

董琳琳(1986-),女,博士研究生,含能材料和离子液体研究。e-mail: linlindong1986@126.com

通讯作者:

陶国宏(1978-),男,副教授,主要从事含能材料和离子液体研究。e-mail: tgh@scu.edu.cn

基金项目:

国家自然科学基金(21103116)


Synthesis of Furazano[3,4-e]-1,2,3,4-tetrazine-1,3-dioxide
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Affiliation:

College of Chemistry,Sichuan University,Institute of Chemical Materials,CAEP,Institute of Chemical Materials,CAEP,College of Chemistry,Sichuan University,College of Chemistry,Sichuan University

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    摘要:

    以乙二醛和盐酸羟胺为原料,合成了二氨基乙二肟(DAG),经过脱水成环得到3, 4-二氨基呋咱(DAF),再在30%的双氧水作用下氧化得到亚硝基氨基呋咱(ANF),ANF与N, N-二溴叔丁基胺缩合得到3-氨基-4-(叔丁基氧化偶氮基)呋咱,最后经四氟硼酸銷(NO2BF4)硝化成环得目标产物FTDO,总收率18%(基于DAF),并对其进行了红外和核磁表征。

    Abstract:

    Furazano[3, 4-e]-1, 2, 3, 4-tetrazine-1, 3-dioxide(FTDO) has been synthesized in the work. Firstly, diaminoglyoxime(DAG) was obtained via the one-step reaction of glyoxal with hydroxylammonium chloride. 3, 4-Diaminofurazan(DAF) was obtained by the dehydration reaction of DAG. Then the oxidation of DAF using 30% H2O2 gave 3-amino-4-nitrosofurazan(ANF), and 3-amino-4-(tert-butyl)azoxyfurazan was prepared after the treatment of ANF with tert-butyl-N, N-dibromide in dichloromethane. Finally, FTDO was obtained by the nitration and cyclization of 3-amino-4-(tert-butyl)azoxyfurazan with nitronium tetrafluorobrate (NO2BF4) in acetonitrile with the total yield of 18%. The structures of FTDO and its intermediates were characterized by IR and NMR.

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董琳琳,张光全,池钰,等.呋咱并[3,4-e]-1,2,3,4-四嗪-1,3-二氧化物(FTDO)的合成[J].含能材料, 2012, 20(6):690-692. DOI:10.3969/j. issn.1006-9941.2012.06.006.
DONG Lin-lin, ZHANG Guang-quan, CHI Yu, et al. Synthesis of Furazano[3,4-e]-1,2,3,4-tetrazine-1,3-dioxide[J]. Chinese Journal of Energetic Materials, 2012, 20(6):690-692. DOI:10.3969/j. issn.1006-9941.2012.06.006.

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  • 收稿日期: 2012-09-07
  • 最后修改日期: 2012-10-23
  • 录用日期: 2012-11-02
  • 在线发布日期: 2012-12-25
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