Journal of South China University of Technology (Natural Science Edition) ›› 2009, Vol. 37 ›› Issue (12): 81-84.

• Chemistry & Chemical Engineering • Previous Articles     Next Articles

Crystal Structure and Fungicidal Activity of N- （4,6-Dimethylpyrimidin-2-yl） Aniline Chloroacetate

Li Jia-cheng1  Qiu Xue-qing1  Yang Dong-jie1  Lin Qiang2   

  1. 1. School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, Guangdong, 2. Key Laboratory of Tropic Biological Resources of the Ministry of Education, Hainan University, Haikou 570228, Hainan, China
  • Received:2008-12-12 Revised:2009-02-22 Online:2009-12-25 Published:2009-12-25
  • Contact: 邱学青（1965-），男，教授，博士生导师，主要从事可再生资源利用与精细化工研究．E-mail：cexqqiu@scut．edu．cn E-mail:ljcfyh@263．net
  • About author:李嘉诚（1970-），男，博士生，海南大学材料与化工学院副教授，主要从事精细化工研究．
  • Supported by:

    国家自然科学基金资助项目（20676040）;广东省国际合作项目（20088050100006）;海南省自然科学基金资助项目（209003）;海南大学科研项目（hd09xm78）

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Abstract:

In order to obtain a high-activity pyrimidine fungicide, a new compound N-（4,6-dimethylpyrimidin-2- yl） aniline chloroacetate was synthesized via the reaction of pyrimethanil and ehloroaeetic acid in anhydrous ethanol and was then identified by means of elemental analysis, IR and 1H NMR. Moreover, the crystal structure of the compound was determined via single-crystal XRD, and the fungicidal activity was finally measured. The results indicate that （ 1 ） the crystal is monoclinic in a space group of P4 （2）/n, with the crystal parameters being as follows ： a = （1. 9604 ±0.0004） nm, 6 = （1. 9604 ±0. 0004） nm, c = （0.7542±0. 0003） nm, β =90°, V= （2. 8986 ± 0. 0013） nm3 ,De = 11324g· cm3, Z =8, F（000） = 1232,μ =0.27mm-1 ; （2） in the compound crystal, ehloroacetate anions are linked to N-（4,6-dimethylpyrimidin-2-yl）-aniline cations via N-H…O hydrogen bonding; （3） within the cations, the pyrimidine ring is twisted with respect to the phenyl ring in a dihedral angle of （7.59 - 0.04） °; and （4） the synthesized compound is of high fungicidal activity.

Key words: N-（4,6-dimethylpyrimidin-2-yl） aniline chloroacetate, synthesis, crystal structure, fungicidal activity