(7-methyl-2-oxo-2H-chromen-4-yl)aceticacid ethyl ester | 484640-62-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: (7-methyl-2-oxo-2H-chromen-4-yl)aceticacid ethyl ester
• 英文别名: (7-Methyl-2-oxo-2H-chromen-4-yl)-essigsaeure-aethylester；Ethyl 2-(7-methyl-2-oxochromen-4-yl)acetate
• CAS: 484640-62-2
• 化学式: C₁₄H₁₄O₄
• 分子量: 246.263
• InChiKey: JGBSVUHINJNXRF-UHFFFAOYSA-N

物化性质

• 沸点：
  396.9±42.0 °C(Predicted)
• 密度：
  1.198±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (7-methyl-2-oxo-2H-chromen-4-yl)aceticacid ethyl ester 在 hydrazine hydrate 作用下， 以 乙醇 为溶剂， 以66 %的产率得到(7-methyl-2-oxo-2H-chromen-4-yl)acetic acid hydrazide
  参考文献：
  名称：

  Gaddam, Ganga Reddy; Sudugu, Ramakrishna Reddy; Chittireddy, Venkata Ramana Reddy, Indian Journal of Heterocyclic Chemistry, 2022, vol. 32, # 4, p. 449 - 453

  摘要：

  DOI：
• 作为产物：
  描述：

  间甲酚 在 硫酸 作用下， 生成 (7-methyl-2-oxo-2H-chromen-4-yl)aceticacid ethyl ester
  参考文献：
  名称：

  Dixit; Gokhale, Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological Sciences and Medicine, 1934, vol. 3/2, p. 82,98

  摘要：

  DOI：

文献信息

• Synthesis, structure and DNA cleavage studies of coumarin analogues of tetrahydroisoquinoline and protoberberine alkaloids
  作者：Vithal B. Jadhav、Susanta K. Nayak、T.N. Guru Row、M.V. Kulkarni

  DOI：10.1016/j.ejmech.2010.04.041

  日期：2010.9

  Novel molecular matrices have been derived from coumarin-4-acetic acids and β-phenylethylamines using the Bischler–Napieralski protocol which has led to the synthesis of analogues of tetrahydropapaverine in which the dimethoxybenzene moiety has been replaced by substituted coumarins. One carbon homologation has led to cyclization at the C3 position of coumarin generating the protoberberine skeleton

  使用Bischler-Napieralski协议已从香豆素-4-乙酸和β-苯乙胺衍生出新型分子基质，该协议已合成四氢罂粟碱的类似物，其中二甲氧基苯部分已被取代的香豆素取代。一种碳同源性导致香豆素的C3位置环化，生成原小ber碱骨架。通过衍射研究已经确认了结构。结果表明，化合物6e，6f，7e和7f对革兰氏阳性菌金黄色葡萄球菌和黑曲霉的DNA样品十分有效。
• Synthetic and Structural Studies on Novel 4,3′-Bicoumarins
  作者：Kiran K. Pujar、Manohar V. Kulkarni、Ganesh N. Alawandi、G. N. Anilkumar、Mahantesha Basanagouda

  DOI：10.1080/00397911.2015.1063656

  日期：2015.9.2

  A series of directly linked 4-3 bicoumarins have been synthesized by both Knoevenagel and Perkin reactions. This single-step transformation was accomplished by the reaction of coumarin-4-acetates with substituted salicylaldehydes in presence of piperidine using ethanol as solvent and by the reaction of coumarin-4-acetic acids with substituted salicylaldehydes in the presence of sodium hydride in acetic anhydride. Greater yields have been obtained in the sodium hydride and acetic anhydride condition. An intermediate chalcone with an ortho-hydroxyl group, which is a precursor for lactone formation, has been isolated and its structure has been confirmed by x-ray analysis. The nonplanar S-cis arrangement of two C4-C3' double bonds has been confirmed by nuclear Overhauser spectroscopy (NOE) and x-ray studies. The UV-fluorescence studies support the formation of a conjugated bicoumarin system.
• Coumarins. II. Derivatives of Coumarin-3- and -4-Acetic Acids
  作者：S. C. Laskowski、R. O. Clinton

  DOI：10.1021/ja01165a043

  日期：1950.9
• Fries; Volk, Justus Liebigs Annalen der Chemie, 1911, vol. 379, p. 105
  作者：Fries、Volk

  DOI：——

  日期：——
• Dimerization Reactions in Sunlight. V.¹ Photodimerization of Substituted Coumarins
  作者：AHMED MUSTAFA、MOHAMED KAMEL、MOHAMED ALI ALLAM

  DOI：10.1021/jo01359a008

  日期：1957.8