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化学学报
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化学学报 ›› 2006, Vol. 64 ›› Issue (13): 1334-1340. 上一篇    下一篇

研究论文

4-(1,2,4-三唑-5-酮-4-基)-3-硫代脲酸乙酯的合成、晶体结构及理论计算

宋纪蓉*,1，任莹辉1，黄洁1，马海霞1，徐抗震1，胡怀明2   

  1. (1西北大学化工学院 陕西省物理无机化学重点实验室 西安 710069)
    (2西北大学化学系 西安 710069)
  • 投稿日期:2005-11-05 修回日期:2006-03-06 发布日期:2006-07-14
  • 通讯作者: 宋纪蓉

Synthesis, Crystal Structure and Theoretical Calculation of 4-(1,2,4-Triazole-5-one-4-yl)-3-thiourea Carboxylic Acid Ethyl Ester

SONG Ji-Rong*,1, REN Ying-Hui1, HUANG Jie1, MA Hai-Xia1, XU Kang-Zhen1, HU Huai-Ming2   

  1. (1 Department of Chemical Engineering, Shaanxi Key Laboratory of Physico-inorganic Chemistry,
    Northwest University, Xi'an 710069)
    (2 Department of Chemistry, Northwest University, Xi'an 710069)
  • Received:2005-11-05 Revised:2006-03-06 Published:2006-07-14
  • Contact: SONG Ji-Rong

PDF

870

被引次数

50

4-氨基-1,2,4-三唑-5-酮(ATO)与硫氰酸钾、氯甲酸乙酯在乙酸乙酯中反应, 合成了4-(1,2,4-三唑-5-酮-4-基)-3-硫代脲酸乙酯, 在室温下采用缓慢蒸发溶剂二甲基甲酰胺得到合适的可用于X射线衍射的单晶. 晶体属六方系, 空间群为R-3, 晶体结构参数为a＝2.60524(7) nm, b＝2.60524(7) nm, c＝0.82579(6) nm, γ＝120°, V＝4.8540(4) nm3, Dc＝1.442 g/cm3, μ＝0.300 mm－1, F(000)＝2190, Z＝18, R1＝0.0569, wR2＝0.1424. 选取标题化合物的一个结构单元作为初始模型, 运用Gaussian 03程序对化合物进行了HF/6-311G, MP2/6-311G和B3LYP/6-311G水平的几何全优化，并对其原子电荷及自然键轨道(NBO)进行了分析.

关键词: 4-氨基-1,2,4-三唑-5-酮, 乙氧酰基硫脲, 晶体结构, 理论计算, 自然键轨道

4-(1,2,4-Triazole-5-one-4-yl)-3-thiourea carboxylic acid ethyl ester was synthesized by mixing 4-amino-1,2,4-triazole-5-one (ATO), potassium thiocyanate and ethyl chloroformate in ethyl acetate. Single crystals suitable for X-ray measurement were obtained by slow evaporation of the solvent dimethylformamide at room temperature. The crystal belongs to rhombohedral symmetry with space group R-3 and crystal parameters of a＝2.60524(7) nm, b＝2.60524(7) nm, c＝0.82579(6) nm, γ＝120°, V＝4.8540(4) nm3, Dc＝1.442 g/cm3, μ＝0.300 mm－1, F(000)＝2190, Z＝18, R1＝0.0569, wR2＝0.1424. A crystal unit of the title compound was selected as the initial structure, and it was fully optimized by HF/6-311G, MP2/6-311G and B3LYP/6-311G methods in Gaussian 03 package, and the atomic charges and natural bond orbital (NBO) analysis were also discussed.

Key words: 4-amino-1,2,4-triazole-5-one, ethoxylacylthiourea, crystal structure, theoretical calculation, natural bond orbital