螺[二氢吲哚-3,4-吡喃]衍生物的合成与晶体结构表征
Synthesis and Crystal Structure of Spiro [indoline-3,4-pyran] Derivative
王倩 1吴楠 2贺玲 1徐洲 3朱松磊3
作者信息
- 1. 徐州医学院基础学院,江苏徐州221004
- 2. 中国人民解放军空军勤务学院航空油料物资系,江苏徐州221000
- 3. 徐州医学院公共教育学院,江苏徐州221116
- 折叠
摘要
以靛红、丙二腈、苯甲酰乙酸乙酯为原料,以水作溶剂,采用三乙基苄基氯化铵(TEBAC)为相转移催化剂,合成得到螺[吲哚-3,4-吡喃]衍生物C22H17N3O4.其结构通过单晶X射线衍射法确定,晶体属三斜晶系,空间群P-1,相对分子质量Mr=387.39,晶胞参数a=0.897 48 (14) nm,b =0.959 06(16)nm,c=1.106 17(19) nm,V=0.9368(3) nm3,Z=2,晶胞密度Dc=1.373mg/m3,吸收系数μ=0.097 mm-1,单胞中电子的数目F(000)=404.晶体结构用直接法解出,经全矩阵最小二乘法对原子参数进行修正,最终偏离因子R=0.035 9,ωR=0.089 8.在晶体结构中新形成的吡喃杂环近似于平面结构.
Abstract
The Ethyl 2-amino-3-cyano-2-oxo-6-phenylspiro[indoline-3,4-pyran]-5-carboxylate has been synthesized by the reaction of isatin,malononitrile,benzoylacetate and TEBAC as phase transfer catalyst in H2O at 60 ℃.The structure of the product was determined by single crystal X-ray diffraction.The crystal is triclinic,space group P-1,with Mr =387.39,a =0.897 48 (14)nm,b =0.959 06 (16)nm,c =1.106 17 (19)nm,V =0.936 8 (3) nm3,Z =2,Dc =1.373 mg/m3,μ =0.097 mm-1,F(000) =404.The structure was solved by direct methods and refined by full-mat rix least squares method to the final R =0.035 9,ωR =0.089 8.X-ray analysis reveals that the formation of new pyran ring in the crystal structure is a planar structure.
关键词
螺[吲哚-3,4-吡喃]/靛红/合成/晶体结构Key words
spiro[indoline-3,4-pyran]/isatin/synthesis/crystal structure引用本文复制引用
基金项目
江苏省高校自然科学基金(10KJB150018)
江苏省有机合成重点实验室开放课题(2010JSK15)
出版年
2014
NETL
NSTL
维普
万方数据