有机化学 ›› 2006, Vol. 26 ›› Issue (06): 803-807. 上一篇    下一篇

研究论文

N-(5-三氟甲基-1,3,4-噻二唑-2-基)-N'-芳酰基脲的合成、晶体结构及生物活性

宋新建1,2,谭小红1,余爱农1 汪焱钢*,   

  1. (1湖北民族学院化学与环境工程学院 恩施 445000)
    (2华中师范大学化学学院 武汉 430079)
  • 收稿日期:2005-05-08 修回日期:2005-11-22 发布日期:2006-05-31
  • 通讯作者: 汪焱钢

Synthesis, Crystal Structure and Biological Activity of N-(5- Trifluoromethyl-1,3,4-thiadiazol-2-yl)-N'-aroylureas

SONG Xin-Jian1,2,TAN Xiao-Hong1,YU Ai-Nong1,WANG Yan-Gang*,2   

  1. (1 School of Chemical and Environmental Engineering, Hubei Institute of Nationalities, Enshi 445000)
    (2 College of Chemistry, Central China Normal University, Wuhan 430079)
  • Received:2005-05-08 Revised:2005-11-22 Published:2006-05-31
  • Contact: WANG Yan-Gang

通过2-氨基-5-三氟甲基-1,3,4-噻二唑与芳酰基异氰酸酯反应, 合成了10种新的芳酰基脲.它们的结构经元素分析、红外光谱、核磁共振氢谱进行了表征.并用X射线单晶衍射法测定了化合物2j的晶体结构, 结果表明, 该化合物晶体属三斜晶系, 空间群为P-1, a=0.54191(15) nm, b=0.7766(2) nm, c=1.7161(5) nm, α=98.668(5)°, β=95.103(5)°, γ=101.070(5)°, V=0.6955(3) nm3, Z=2, Dc=1.653 g/cm3, F(000)=352, μ=0.289 mm–1.初步的生测试验结果表明一些目标化合物具有良好的植物生长调节活性.

关键词: 芳酰基脲, 合成, 晶体结构, 生物活性, 1,3,4-噻二唑

Ten new aroylureas have been synthesized by the reaction of 2-amino-5-trifluoromethyl-1,3,4- thiadiazole with aroyl isocyanates. Their structures were characterized by IR, 1H NMR spectra and elemental analysis, while the crystal structure of 2j was determined by X-ray single-crystal diffraction. The crystal of this compound belongs to triclinic system with space group P-1, and a=0.54191(15) nm, b=0.7766(2) nm, c=1.7161(5) nm, α=98.668(5)°, β=95.103(5)°, γ=101.070(5)°, V=0.6955(3) nm3, Z=2, Dc=1.653 g/cm3, F(000)=352, μ=0.289 mm-1. The preliminary biological activity tests showed that some title compounds have good activity as plant growth regulator.

Key words: aroylurea, biological activity, synthesis, crystal structure, 1,3,4-thiadiazole