ethyl [(9,10-dihydro-9,10-dioxoanthracen-1-yl)carbamoyl]formate | 100694-08-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: ethyl [(9,10-dihydro-9,10-dioxoanthracen-1-yl)carbamoyl]formate
• 英文别名: Ethyl 2-[(9,10-dioxoanthracen-1-yl)amino]-2-oxoacetate
• CAS: 100694-08-4
• 化学式: C₁₈H₁₃NO₅
• 分子量: 323.305
• InChiKey: XFDWSHJBUAVRPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  89.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl [(9,10-dihydro-9,10-dioxoanthracen-1-yl)carbamoyl]formate 、 丁炔二酸二叔丁酯 乙炔二羧酸二叔丁酯 在 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 以65%的产率得到di-tert-butyl N-[4-ethoxy-2,5-dihydro-1-(9,10-dihydro-9,10-dioxoanthracen-1-yl)]-5-oxo-1H-pyrrole-2,3-dicarboxylate
  参考文献：
  名称：

  Synthesis of Dialkyl 4-Ethoxy-2,5-dihydro-1-(9,10-dihydro-9,10-dioxoanthracen-1-yl)-5-oxo-1H-pyrrole2,3-dicarboxylates

  摘要：

  The reaction. of ethyl 9,10-dihydro-9,10-dioxoanthracen-1-yl-carbamoyl-formate with dialkyl acetylenedicarboxylates in the presence of triphenylphosphine leads to dialkyl 4-ethoxy-2,5-dihydro-1-(9,10-dihydro-9,10-dioxoanthracen-1-yl)-5-oxo-1H-pyrrole-2,3-dicarboxylates in fairly good yields. A dynamic NAIR effect is observed as a result of restricted rotation around the single bond. linking the anthraquinone moiety and the heterocyclic ring system, which is attributed to the interaction between the pyrrole residue and the peri C=O group.

  DOI：

  10.1080/104265090517488
• 作为产物：
  描述：

  氨基-9,10-蒽二酮 、 草酰氯单乙酯 以 丙酮 为溶剂， 反应 1.0h， 以90%的产率得到ethyl [(9,10-dihydro-9,10-dioxoanthracen-1-yl)carbamoyl]formate
  参考文献：
  名称：

  Synthesis of Dialkyl 4-Ethoxy-2,5-dihydro-1-(9,10-dihydro-9,10-dioxoanthracen-1-yl)-5-oxo-1H-pyrrole2,3-dicarboxylates

  摘要：

  The reaction. of ethyl 9,10-dihydro-9,10-dioxoanthracen-1-yl-carbamoyl-formate with dialkyl acetylenedicarboxylates in the presence of triphenylphosphine leads to dialkyl 4-ethoxy-2,5-dihydro-1-(9,10-dihydro-9,10-dioxoanthracen-1-yl)-5-oxo-1H-pyrrole-2,3-dicarboxylates in fairly good yields. A dynamic NAIR effect is observed as a result of restricted rotation around the single bond. linking the anthraquinone moiety and the heterocyclic ring system, which is attributed to the interaction between the pyrrole residue and the peri C=O group.

  DOI：

  10.1080/104265090517488

文献信息

• Fluoride-responsive organogelator based on oxalamide-derived anthraquinone
  作者：Zoran Džolić、Massimo Cametti、Antonella Dalla Cort、Luigi Mandolini、Mladen Žinić

  DOI：10.1039/b707466b

  日期：——

  Anthraquinone derived oxalamide gelator 1 forms with aromatic solvents and alcohols very stable gels which selectively respond to the presence of fluoride anion by colour change and/or gel-to-sol transition.

  蒽醌衍生草酰胺凝胶剂 1 可与芳香族溶剂和醇类形成非常稳定的凝胶，通过颜色变化和/或凝胶到溶胶的转变对氟阴离子的存在做出选择性反应。
• BEZUGLIJ, P. O.;SHTEFAN, L. M.;ZHURAVLOV, M. S.;GOLUBENKO, YU. O.;FILIPOV+, FARMATS. ZH., 1985, N 6, 38-41, 80
  作者：BEZUGLIJ, P. O.、SHTEFAN, L. M.、ZHURAVLOV, M. S.、GOLUBENKO, YU. O.、FILIPOV+

  DOI：——

  日期：——
• LOSKUTOV, V. A.;SAVELEV, V. A.;KONSTANTINOVA, A. V., IZV. CO AN CCCP. CEP. XIM. N., 1985, N 8/3, 114-118
  作者：LOSKUTOV, V. A.、SAVELEV, V. A.、KONSTANTINOVA, A. V.

  DOI：——

  日期：——
• Synthesis of Dialkyl 4-Ethoxy-2,5-dihydro-1-(9,10-dihydro-9,10-dioxoanthracen-1-yl)-5-oxo-1<i>H</i>-pyrrole2,3-dicarboxylates
  作者：Issa Yavari、Ali R. Alborzi、Shoaleh Dehghan、Farahnaz Nourmohammadian

  DOI：10.1080/104265090517488

  日期：2005.2

  The reaction. of ethyl 9,10-dihydro-9,10-dioxoanthracen-1-yl-carbamoyl-formate with dialkyl acetylenedicarboxylates in the presence of triphenylphosphine leads to dialkyl 4-ethoxy-2,5-dihydro-1-(9,10-dihydro-9,10-dioxoanthracen-1-yl)-5-oxo-1H-pyrrole-2,3-dicarboxylates in fairly good yields. A dynamic NAIR effect is observed as a result of restricted rotation around the single bond. linking the anthraquinone moiety and the heterocyclic ring system, which is attributed to the interaction between the pyrrole residue and the peri C=O group.