有机化学 ›› 2006, Vol. 26 ›› Issue (07): 928-932. 上一篇    下一篇

研究论文

3,1-苯并噁嗪化合物的合成及晶体结构

李加荣*,马淑玲,孙永江,周智明   

  1. (北京理工大学化工与环境学院 北京 100081)
  • 收稿日期:2006-06-24 修回日期:2006-01-06 发布日期:2006-07-01
  • 通讯作者: 李加荣

Synthesis and Crystal Structure of 3,1-Benzoxazine Compounds

LI Jia-Rong*,MA Shu-Ling,SUN Yong-Jiang,ZHOU Zhi-Ming   

  1. (School of Chemical Engineering and Environment, Beijing Institute of Technology, Beijing 100081)
  • Received:2006-06-24 Revised:2006-01-06 Published:2006-07-01
  • Contact: LI Jia-Rong

报道了一种用5-硝基-2-胺基苯甲腈为原料, 在二氯化锌催化下与环酮反应环化合成3,1-苯并噁嗪类化合物的新方法, 并用此方法合成了6-硝基-1,2-二氢-2,2-(1,5-亚戊基)-4-亚胺-4H-3,1-苯并噁嗪(4a). 产物经元素分析、红外光谱、核磁共振氢谱和碳谱进行了表征, 用X射线单晶衍射法测定了其晶体结构. 晶体属单斜晶系, P21/c空间群, a=0.66339(13) nm, b=2.5329(5) nm, c=0.73756(15) nm, β=91.85(3)°, V=1.2387(4) nm3, Z=4, Dc=1.401 g/cm3, F(000)=552, µ=0.102 mm-1, R=0.0994, wR=0.3001.

关键词: 3,1-苯并噁嗪, 合成, 晶体结构

A new and efficient method for the synthesis of 3,1-benzoxazine compounds by direct cyclocondensation of 5-nitro-2-cyanoaniline with cyclic ketones using zinc chloride as a catalyst was reported. Using this method, 6-nitro-1,2-dihydro-2,2-(1,5-pentylene)-4-imino-4H-3,1-benzoxazine (4a) was synthesized with its structure determined by elemental analysis, IR, 1H NMR, 13C NMR and X-ray single crystal diffraction analysis. Crystal data: monoclinic, space group: P21/c, a=0.66339(13) nm, b=2.5329(5) nm, c=0.73756(15) nm, β=91.85(3)°, V=1.2387(4) nm3, Z=4, Dc=1.401 g/cm3, F(000)=552, µ=0.102 mm-1, R=0.0994, wR=0.3001.

Key words: synthesis, crystal structure, 3,1-benzoxazine