引用本文:
李卓宁, 高原, 刘波, 吕维中. 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[J]. 应用化学,
2008, 25(6): 744-746.
Citation: LI Zhuo-Ning, GAO Yuan, LIU Bo, LÜ Wei-Zhong. One-pot Synthesis of 2-Amino-7-methyl-5-oxo-4-aryl-4H,5H-pyrano-[4,3-b]pyran-3-carbonitrile under Ultrasonic Irradition[J]. Chinese Journal of Applied Chemistry, 2008, 25(6): 744-746.
Citation: LI Zhuo-Ning, GAO Yuan, LIU Bo, LÜ Wei-Zhong. One-pot Synthesis of 2-Amino-7-methyl-5-oxo-4-aryl-4H,5H-pyrano-[4,3-b]pyran-3-carbonitrile under Ultrasonic Irradition[J]. Chinese Journal of Applied Chemistry, 2008, 25(6): 744-746.
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
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) nm3,Z=8,Dc=1.421 kg/m3,F(000)=1296,R=0.0495,wR=0.0878。
English
One-pot Synthesis of 2-Amino-7-methyl-5-oxo-4-aryl-4H,5H-pyrano-[4,3-b]pyran-3-carbonitrile under Ultrasonic Irradition
Abstract:
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,1H 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=0.824 98(2) nm,c=1.791 37(6) nm,α=90°,β=112.104(2)°,γ=90°,Mr=314.72,V=2.942 54(16) nm3,Z=8,Dc=1.421 kg/m3,F(000)=1 296,R=0.049 5,wR=0.087 8.
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Key words:
- aromatic aldehyde
- / malononitrile
- / hydroxyl-methyl-pyranone
- / ultrasonic irradiation
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