CHINESE JOURNAL OF ENERGETIC MATERIALS
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7-氨基-6-硝基苯并二氧化呋咱合成新方法
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吕连营(1961-),男,博士,教授,主要从事有机合成、含能材料合成与应用研究。e-mail: lly0311@sina.com。

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“十五”武器装备预研基金(40407020802)


New Method for Synthesis of 7-Amino-6-nitrobenzodifuroxan
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    摘要:

    以间二氯苯胺和氯乙酰氯为起始原料,首次采用氯乙酰基保护氨基的方法,经乙酰化、硝化、叠氮化及脱氮、水解四步合成了7-氨基-6-硝基苯并二氧化呋咱(ANBDF),并对反应温度、反应时间及投料比做了优化研究。反应条件温和,除脱氮反应在80 ℃下进行外,其余反应均在室温条件下进行,收率均在70%以上。以1H NMR、FTIR、MS及元素分析对目标化合物及其前体的结构进行了表征,目标化合物的熔点为204~205 ℃。

    Abstract:

    7-Amino-6-nitrobenzodifuroxan (ANBDF) was synthesized from 3,5-dichloroaniline and chloroacetyl chloride through acetylation, nitration, azidation-denitrogenation and hydrolysis at mild conditions with high yields. The yields of acetylation, nitration, azidation-denitrogenation and hydrolysis were 97.7%, 70.0%, 82.5%, and 80.0% respectively. The denitrogenation was completed at 80 ℃ while others were finished from 0 ℃ to room temperature. The optimal reaction conditions of temperature, time, and ratio of substrate and other reactants were also studied. The structures of ANBDF and its precursors were characterized by means of 1H NMR, FTIR, MS and elemental analysis. ANBDF is a stable and insensitive explosive with the melting point 204-205 ℃.

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吕连营,王建龙,常永芳,等.7-氨基-6-硝基苯并二氧化呋咱合成新方法[J].含能材料, 2006, 14(6):436-438.
LU Lian-ying, WANG Jian-long, CHANG Yong-fang, et al. New Method for Synthesis of 7-Amino-6-nitrobenzodifuroxan[J]. Chinese Journal of Energetic Materials, 2006, 14(6):436-438.

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  • 收稿日期: 2006-08-07
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  • 在线发布日期: 2011-11-04
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