超声辐射下2-氨基-7-甲基-4-芳基-5-氧代-4H,5H-吡喃并[4,3-b]吡喃-3-腈的“一锅法”合成  

One-pot Synthesis of 2-Amino-7-methyl-5-oxo-4-aryl-4H,5H-pyrano-[4,3-b]pyran-3-carbonitrile under Ultrasonic Irradition

作　　者：李卓宁[1] 高原[1] 刘波[1] 吕维中[1] 

机构地区：[1]深圳大学化学化工学院,深圳518060

出　　处：《应用化学》2008年第6期744-746,共3页Chinese Journal of Applied Chemistry

基　　金：广东省自然科学基金资助项目(06028565)

摘　　要：以芳醛、丙二腈与6-甲基4-羟基-2-吡喃酮为原料，醋酸酐为溶剂。超声辐射下一步合成了2-氨基-7-甲基4-芳基-5-氧代4H，5H-吡喃并[4，3-b]吡喃-3-腈系列产物。产率达72％～83％。产物结构经红外光谱、核磁共振和元素分析测试技术表征。其中化合物4e的结构经单晶X射线衍射进一步确证。单晶体属单斜晶系，空间群C2／c，晶胞参数：a=2．14917（7）nm，b=0．82498（2）nm，c=1．79137（6）nm，α=90°，β=112．104（2）°，γ=90°，Mr=314．72，V=2．94254（16）nm^3，Z=8，Dc=1．421kg/m^3，F（000）=1296，R=0．0495，wR=0．0878。A series of 2-amino-7-methyl-5-oxo-4-aryl-4H, 5H-pyrano [ 4,3-b ] pyran-3-carbonitriles were first synthesized by the reaction of each of the aromatic aldehydes with malononitrile and 4-hydroxyl-6-methyl- 2-pyranone in acetic anhydride under ultrasonic irradiation. The yields were in the range of 72% - 83%. The structures of the products were confirmed by IR, ^1 H NMR and elemental analysis. The structure of 4e was determined by X-ray analysis. The crystal was monoclinic with space group C2/c, a = 2. 149 17 （7） nm, b=0.82498（2） nm, c=1.791 37（6） nm, α=90°, β=112.104（2）°, γ=90°, M,=314.72, V= 2. 942 54（16） nm^3, Z =8, Dc = 1.421 kg/m^3, F（000） = 1 296, R =0.049 5, wR =0.087 8.

关 键 词：超声辐射 芳醛 丙二腈 甲基羟基吡喃酮 

分 类 号：O626[理学—有机化学]