3,3'-((3-nitrophenyl)methylene)bis(4-hydroxy-6-methyl-2H-pyran-2-one) | 132559-96-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,3'-((3-nitrophenyl)methylene)bis(4-hydroxy-6-methyl-2H-pyran-2-one)
• 英文别名: 4-Hydroxy-3-[(4-hydroxy-6-methyl-2-oxopyran-3-yl)-(3-nitrophenyl)methyl]-6-methylpyran-2-one
• CAS: 132559-96-7
• 化学式: C₁₉H₁₅NO₈
• 分子量: 385.33
• InChiKey: BIIKTLDVBFVWLX-UHFFFAOYSA-N

物化性质

• 熔点：
  203-204 °C(Solv: N,N-dimethylformamide (68-12-2))
• 沸点：
  607.4±55.0 °C(Predicted)
• 密度：
  1.563±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  139
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3,3'-((3-nitrophenyl)methylene)bis(4-hydroxy-6-methyl-2H-pyran-2-one) 在 ammonium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 8.0h， 以72%的产率得到bis(4-hydroxy-6-methyl-2-oxo-2H-pyrid-3-yl)(3-nitrophenyl)methane
  参考文献：
  名称：

  Synthesis of Fused 2Н-Pyridin-2-ones under the Conditions of Multicomponent Hantzsch Reaction

  摘要：

  One-pot process was studied between a substituted 4-hydroxy-2H-pyran-2-one and aromatic aldehydes and ammonium acetate in the conditions of modified Hantzsch reaction in acid environment under thermal and microwave activation. Arylmethylenebis-4-hydroxy-2H-pyridin-2-ones, hydrochromenopyridinone, and their oxygen-containing heteroanalogs were isolated. A primary condensation was confirmed into bispyran-2-one adducts, and at the use of salicilaldehyde, into pyranochromene with subsequent recyclization of pyranone fragments in pyridinone ones.

  DOI：

  10.1134/s1070428018080092
• 作为产物：
  描述：

  4-羟基-6-甲基-2-吡喃酮 、 间硝基苯甲醛 在 Fe₃O₄(at)SiO₂/(CH₂)3-[imidazolium-SO₃H]Cl 作用下， 反应 0.42h， 以91%的产率得到3,3'-((3-nitrophenyl)methylene)bis(4-hydroxy-6-methyl-2H-pyran-2-one)
  参考文献：
  名称：

  Application of Fe₃O₄@SiO₂/(CH₂)₃-[imidazolium-SO₃H]Cl as a robust, magnetically recoverable solid acid catalyst for the facile preparation of arylbispyranylmethanes

  摘要：

  在这项研究中，Fe3O4@SiO2/(CH2)3-[imidazolium-SO3H]Cl在温和和环保条件下表现出强大的促进能力，用于合成芳基双吡喃甲烷衍生物。芳基双吡喃甲烷通过各种芳香醛与4-羟基-6-甲基-2H-吡喃-2-酮的高效三组分反应合成。纳米磁性核壳催化剂在所描述的合成过程中展现出至少八次循环再利用的有效潜力。

  DOI：

  10.1139/cjc-2017-0232

文献信息

• Application of biological-based nano and nano magnetic catalysts in the preparation of arylbispyranylmethanes
  作者：Mohammad Ali Zolfigol、Monireh Navazeni、Meysam Yarie、Roya Ayazi-Nasrabadi

  DOI：10.1039/c6ra18719f

  日期：——

  Herein, the utilization of 2-carbamoylhydrazine-1-sulfonic acid, carbamoylsulfamic acid and their related nano magnetic core–shell catalysts were described as biological-based nano catalysts with a urea moiety in the synthesis of arylbispyranylmethane derivatives under mild and eco-friendly reaction conditions. A good range of aromatic aldehydes were treated with 4-hydroxy-6-methyl-2-pyrone to give

  在本文中，2-氨基甲酰基肼-1-磺酸，氨基甲酰基氨基磺酸及其相关的纳米磁性核-壳催化剂的利用被描述为在温和且生态友好的反应下合成芳基双吡喃甲烷衍生物的具有脲部分的生物基纳米催化剂。条件。通过串联Knoevenagel缩合反应和Michael加成反应，在相对较短的反应时间内以高收率，用4-羟基-6-甲基-2-吡喃酮处理了一系列芳香醛，得到芳基双吡喃基甲烷衍生物。所提出的方案具有环保性质，高效率，简单的操作程序和良性反应条件的优点。
• Synthesis of N-formylmaleamic acid and some related N-formylamides
  作者：Edward J. Behrman、Edward L. Hillenbrand

  DOI：10.3184/030823408x304005

  日期：2008.3

  Two syntheses of N-formylmaleamic acid and some related N-formylamides are described which take place under very mild conditions.

  描述了在非常温和的条件下进行的 N-甲酰基马来酰胺酸和一些相关的 N-甲酰基酰胺的两种合成。
• Application of Fe₃O₄@SiO₂/(CH₂)₃-[imidazolium-SO₃H]Cl as a robust, magnetically recoverable solid acid catalyst for the facile preparation of arylbispyranylmethanes
  作者：Mohammad Ali Zolfigol、Mahdiyeh Navazeni、Meysam Yarie、Roya Ayazi-Nasrabadi

  DOI：10.1139/cjc-2017-0232

  日期：2017.12

  In this study, Fe₃O₄@SiO₂/(CH₂)₃-[imidazolium-SO₃H]Cl shows robust promoting capability in the synthesis of arylbispyranylmethane derivatives under mild and green conditions. Arylbispyranylmethanes were synthesized via efficient three-component reaction of various aromatic aldehydes with 4-hydroxy-6-methyl-2H-pyran-2-one. The nanomagnetic core-shell catalyst presented effective potential of at least eight times recycling applicability in the described synthetic procedure.

  在这项研究中，Fe3O4@SiO2/(CH2)3-[imidazolium-SO3H]Cl在温和和环保条件下表现出强大的促进能力，用于合成芳基双吡喃甲烷衍生物。芳基双吡喃甲烷通过各种芳香醛与4-羟基-6-甲基-2H-吡喃-2-酮的高效三组分反应合成。纳米磁性核壳催化剂在所描述的合成过程中展现出至少八次循环再利用的有效潜力。
• 4-amino-6-methyl-2-pyran-2-one. Preparation and reactions with aromatic aldehydes
  作者：Maria Cervera、Marcial Moreno-mañas、Roser Pleixats

  DOI：10.1016/s0040-4020(01)90086-9

  日期：1990.1
• Synthesis and characterization of copper (II) complexes with arylmethylenebis-4-hydroxy-6-methyl-2-N-pyran-2-ones: A case of interesting keto-enol tautomerism
  作者：M.V. Pozharov、O.V. Fedotova、I.V. Kanevskaya、E.M. Arzyamova

  DOI：10.1016/j.ica.2020.120207

  日期：2021.3