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有机化学
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有机化学 ›› 2008, Vol. 28 ›› Issue (08): 1423-1427. 上一篇    下一篇

研究论文

新型双席夫碱类化合物的合成及晶体结构

孟 华a ; 解正峰*,a ; 胡 君a ; 刘方明*,b   

  1. (a新疆大学石油天然气精细化工教育部重点实验室 乌鲁木齐 830046)
    (b杭州师范大学材料与化学化工学院 杭州 310012)
  • 收稿日期:2008-01-10 修回日期:2008-03-24 发布日期:2008-08-18
  • 通讯作者: 解正峰

Synthesis and Crystal Structure of the Novel Dis-Schiff Base Compounds

MENG, Hua a; XIE, Zheng-Feng*,a; HU, Juna; LIU, Fang-Ming*,b   

  1. (a Key Laboratory of Oil & Gas Fine Chemicals of Ministry of Education, Xinjiang University, Urumqi 830046 )
    (b College of Material Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 310012)
  • Received:2008-01-10 Revised:2008-03-24 Published:2008-08-18
  • Contact: XIE, Zheng-Feng

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被引次数

27 | 6

用2-苯基-1,2,3-三唑基-4-甲醛、喹喔啉基-2-甲醛和2-(4-溴苯基)-1,2,3-三唑基-4-甲醛为原料, 在冰醋酸的条件下分别与二胺反应, 合成了一系列新的双席夫碱5a～5d, 6a～6d和7a～7d. 目标化合物的结构经元素分析, IR, 1H NMR, MS, X射线确证. 同时测定了化合物6c的晶体结构. 其属于单斜晶系, C2/c空间群, 晶胞参数 a＝1.7670(4) nm, b＝0.48001(10) nm, c＝1.1751(2) nm, α＝90.00°, β＝94.42(3)°, γ＝90.00°, V＝0.9937(4) nm3, Dc＝1.399 g/cm3, Z＝2, F(000)＝436, μ＝0.089 mm－1, R＝0.0413, wR＝0.1067. 初步生物活性筛选结果表明, 目标化合物6b在Vero细胞上有抗疱疹病毒I型活性.

关键词: 2-苯基-1,2,3-三唑基-4-甲醛, 生物活性, 喹喔啉基-2-甲醛, 晶体结构, 双席夫碱

Condensation of diamines with 2-phenyl-1,2,3-triazole-4-carboxaldehyde, quinoxaline-2-car- boxaldehyde or 2-(4-bromophenyl)-1,2,3-triazole-4-carboxaldehyde in the presence of glacial acetic acid gave a series of new bis-Schiff bases 5a～5d, 6a～6d and 7a～7d. The structures of new compounds were confirmed by elemental analysis, IR, 1H NMR, mass spectra and X-ary diffraction methods. The crystal of the compound 6c belongs to monoclinic, space group C2/c with cell parameters a＝1.7670(4) nm, b＝0.48001(10) nm, c＝1.1751(2) nm, α＝90.00°, β＝94.42(3)°, γ＝90.00°, V＝0.9937(4) nm3, Dc＝1.399 g/cm3, Z＝2, F(000)＝436, μ＝0.089 mm－1, R＝0.0413, wR＝0.1067. The preliminary biological activity tests show that the compound 6b has antiherpes virus type I activity toward Vero cells.

Key words: 2-phenyl-1,2,3-triazole-4-carboxaldehyde, bis-Schiff base, crystal structure, biological activity, quinoxaline-2-carboxaldehyde