(3E)-3-(dimethylaminomethylidene)chromene-2,4-dione | 58273-13-5

• 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: (3E)-3-(dimethylaminomethylidene)chromene-2,4-dione
• CAS: 58273-13-5；58273-23-7
• 化学式: C₁₂H₁₁NO₃
• 分子量: 217.224
• InChiKey: BYGKVGZMURGGTL-VQHVLOKHSA-N

物化性质

• 熔点：
  145 °C(Solv: dichloromethane (75-09-2))
• 沸点：
  344.9±42.0 °C(Predicted)
• 密度：
  1.346±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3E)-3-(dimethylaminomethylidene)chromene-2,4-dione 在 盐酸 作用下， 以 异丙醇 为溶剂， 反应 0.11h， 生成 N3-(4-methoxyphenyl)-2,5-dioxo-2H,5H-pyrano[3,2-c]chromene-3-carboxamide
  参考文献：
  名称：

  Rapid microwave-assisted solution phase synthesis of substituted 2-pyridone libraries

  摘要：

  2-Pyridone and 2-quinolone analogues are well-known biologically active heterocyclic scaffolds. Libraries of 3,5,6-substituted 2-pyridone derivatives are generated by rapid microwave assisted solution phase methods using a one-pot, two-step protocol. The three-component condensation of CH-acidic carbonyl compounds, NN-dimethylformamide dimethylacetal and methylene active nitriles, leads to 2-pyridones and fused analogues in moderate to good overall yields and high purities. The proposed mechanism of this novel multicomponent reaction, structure elucidation of products and intermediates are discussed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.05.100
• 作为产物：
  描述：

  2H-1-苯并吡喃-2,4(3H)-二酮 、 N,N-二甲基甲酰胺二甲基缩醛 生成 (3E)-3-(dimethylaminomethylidene)chromene-2,4-dione
  参考文献：
  名称：

  MENOZZI, GIULIA;SCHENONE, PIETRO;MOSTI, LUISA;SANSEBASTIANO, LAURA, CHIM. E IND., 72,(1990) N1, C. 964-965

  摘要：

  DOI：

文献信息

• MENOZZI, GIULIA;SCHENONE, PIETRO;MOSTI, LUISA;SANSEBASTIANO, LAURA, CHIM. E IND., 72,(1990) N1, C. 964-965
  作者：MENOZZI, GIULIA、SCHENONE, PIETRO、MOSTI, LUISA、SANSEBASTIANO, LAURA

  DOI：——

  日期：——
• Rapid microwave-assisted solution phase synthesis of substituted 2-pyridone libraries
  作者：Nikolay Yu. Gorobets、Behrooz H. Yousefi、Ferdinand Belaj、C.Oliver Kappe

  DOI：10.1016/j.tet.2004.05.100

  日期：2004.9

  2-Pyridone and 2-quinolone analogues are well-known biologically active heterocyclic scaffolds. Libraries of 3,5,6-substituted 2-pyridone derivatives are generated by rapid microwave assisted solution phase methods using a one-pot, two-step protocol. The three-component condensation of CH-acidic carbonyl compounds, NN-dimethylformamide dimethylacetal and methylene active nitriles, leads to 2-pyridones and fused analogues in moderate to good overall yields and high purities. The proposed mechanism of this novel multicomponent reaction, structure elucidation of products and intermediates are discussed. (C) 2004 Elsevier Ltd. All rights reserved.