2,2-dimethyl-5-[2-(1-methylquinolin-4-ylidene)ethylidene]-1,3-dioxane-4,6-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2,2-dimethyl-5-[2-(1-methylquinolin-4-ylidene)ethylidene]-1,3-dioxane-4,6-dione
• 化学式: C₁₈H₁₇NO₄
• 分子量: 311.337
• InChiKey: CFGRXCVMOGJAPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  55.84
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  1,4-dimethylquinolinium iodide 在 氢氧化钾 作用下， 以 水 、 甲苯 为溶剂， 反应 2.33h， 生成 2,2-dimethyl-5-[2-(1-methylquinolin-4-ylidene)ethylidene]-1,3-dioxane-4,6-dione
  参考文献：
  名称：

  Reactions of cyclic 1,3-dicarbonyl compounds with 1,2(1,4)-dihydro-1-methyl-2(4)-methylene-N-heterocycles. A new access to 6,12-methano-dibenz[d,g]-[1,3]oxazocinones

  摘要：

  The enamine-type methylene-N-heterocycles 1-5 react with cyclic 2-ethoxymethylene-1,3-dicarbonyl compounds 6 to give 2-[2-(hetarylidene)ethylidene]-1,3-dicarbonyl compounds 7-14. The result of the reactions between 1,2-dihydro-1-methyl-2-methylene-quinoline (Ia) and cyclic 1,3-dicarbonyl compounds depends on the nature of the dihydro intermediates A/B. Dehydrogenation of keton intermediates A results in 2-(1,2-dimethyl-4(1H)-quinolylidene)-1,3-dicarbonyl compounds 17-21. Enol intermediates B with 6-membered dicarbonyl ring form 6,12-methano-dibenz[d,g][1,3]oxazocinones 22-25. H-1 NM R spectra and X-ray structure analysis prove the structure of 23.

  DOI：

  10.1007/bf00811679

文献信息

• Reactions of cyclic 1,3-dicarbonyl compounds with 1,2(1,4)-dihydro-1-methyl-2(4)-methylene-N-heterocycles. A new access to 6,12-methano-dibenz[d,g]-[1,3]oxazocinones
  作者：Hans-Georg Henning、Le Hoang Thanh、Jörg Laue、Barbara Urban、Günter Reck

  DOI：10.1007/bf00811679

  日期：1994.1

  The enamine-type methylene-N-heterocycles 1-5 react with cyclic 2-ethoxymethylene-1,3-dicarbonyl compounds 6 to give 2-[2-(hetarylidene)ethylidene]-1,3-dicarbonyl compounds 7-14. The result of the reactions between 1,2-dihydro-1-methyl-2-methylene-quinoline (Ia) and cyclic 1,3-dicarbonyl compounds depends on the nature of the dihydro intermediates A/B. Dehydrogenation of keton intermediates A results in 2-(1,2-dimethyl-4(1H)-quinolylidene)-1,3-dicarbonyl compounds 17-21. Enol intermediates B with 6-membered dicarbonyl ring form 6,12-methano-dibenz[d,g][1,3]oxazocinones 22-25. H-1 NM R spectra and X-ray structure analysis prove the structure of 23.