methyl 2-amino-4-(1-methyl-1-nitroethyl)-4H-chromene-3-carboxylate | 1234030-85-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: methyl 2-amino-4-(1-methyl-1-nitroethyl)-4H-chromene-3-carboxylate
• 英文别名: methyl 2-amino-4-(2-nitropropan-2-yl)-4H-chromene-3-carboxylate
• CAS: 1234030-85-3
• 化学式: C₁₄H₁₆N₂O₅
• 分子量: 292.291
• InChiKey: YBCNZJUUPGWGFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  107
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-硝基丙烷 、 水杨醛 、 氰乙酸甲酯 在 PbS nanoparticles stabilized on hyperbranched polyglycerol modified silica coated FeNi₃ 作用下， 反应 0.01h， 以91%的产率得到methyl 2-amino-4-(1-methyl-1-nitroethyl)-4H-chromene-3-carboxylate
  参考文献：
  名称：

  PbS nanoparticles stabilized on HPG-modified FeNi3 as catalyst for synthesis of 2-amino-4H-chromene under mild conditions

  摘要：

  FeNi3\SiO2\HPG\PbS 磁性纳米颗粒（MNPs）催化剂是通过廉价起始材料在水相中易于制备的，该催化剂通过间歇性微波辐照催化合成 2-氨基-4H-色烯。采用X射线衍射、透射电子显微镜和扫描电子显微镜对合成的 FeNi3\SiO2\HPG\PbS MNPs 的性质进行了表征。该催化系统具有高催化活性以及通过外部磁场从反应混合物中易于回收，并且在多次重复使用后性能没有显著损失，显示出其额外的环保特性。

  DOI：

  10.1007/s13738-013-0388-0

文献信息

• Solvent-free cascade reaction: direct multicomponent assembling of 2-amino-4H-chromene scaffold from salicylaldehyde, malononitrile or cyanoacetate and nitroalkanes
  作者：Michail N. Elinson、Alexey I. Ilovaisky、Valentina M. Merkulova、Pavel A. Belyakov、Alexander O. Chizhov、Gennady I. Nikishin

  DOI：10.1016/j.tet.2010.04.024

  日期：2010.6

  The new type of solvent-free cascade reaction was found: the direct heating of the mixture of salicylaldehyde, malononitrile or cyanoacetate and nitroalkanes at 60 degrees C in the presence of catalytic amounts of KF or NaOAc results in the formation of 2-amino-4-(1-nitroalkyl)-4H-chromene-3-carbonitriles or methyl 2-amino-4-(1-nitroalkyl)-4H-chromene-3-carboxylates in 30-90% yields. Thus, the new simple and efficient solvent-free 'one-pot' way to substituted medicinally privileged 2-amino-4H-chromene scaffold was found directly from such simple and reasonable starting compounds as salicylaldehyde, malononitrile or cyanoacetate and nitroalkanes. (C) 2010 Elsevier Ltd. All rights reserved.
• PbS nanoparticles stabilized on HPG-modified FeNi3 as catalyst for synthesis of 2-amino-4H-chromene under mild conditions
  作者：Seyed Mohsen Sadeghzadeh、Mohammad Ali Nasseri

  DOI：10.1007/s13738-013-0388-0

  日期：2014.8

  FeNi3\SiO2\HPG\PbS magnetic nanoparticles (MNPs) catalyst was readily prepared from inexpensive starting materials in aqueous media which catalyzed the synthesis 2-amino-4H-chromene via intermittent microwave irradiation. X-ray diffraction, transmission electron micrographs, and scanning electron micrographs were employed to characterize the properties of the synthesized FeNi3\SiO2\HPG\PbS MNPs. High catalytic activity and ease of recovery from the reaction mixture using external magnet and several reuse times without significant losses in performance are additional eco-friendly attributes of this catalytic system.

  FeNi3\SiO2\HPG\PbS 磁性纳米颗粒（MNPs）催化剂是通过廉价起始材料在水相中易于制备的，该催化剂通过间歇性微波辐照催化合成 2-氨基-4H-色烯。采用X射线衍射、透射电子显微镜和扫描电子显微镜对合成的 FeNi3\SiO2\HPG\PbS MNPs 的性质进行了表征。该催化系统具有高催化活性以及通过外部磁场从反应混合物中易于回收，并且在多次重复使用后性能没有显著损失，显示出其额外的环保特性。