ethyl-4-phenyl-1-benzenecarboximidate | 57869-87-1

• 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: ethyl-4-phenyl-1-benzenecarboximidate
• 英文别名: ethyl [1,1'-biphenyl]-4-carbimidate；ethyl 4-phenylbenzimidate；4-phenyl-benzimidic acid ethyl ester；p-phenyl-benzimidic acid ethyl ester；ethyl 4-phenylbenzenecarboximidate
• CAS: 57869-87-1
• 化学式: C₁₅H₁₅NO
• 分子量: 225.29
• InChiKey: PZFGERBCUVTZNE-UHFFFAOYSA-N

物化性质

• 沸点：
  324.4±35.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl-4-phenyl-1-benzenecarboximidate 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 吡啶 、 四氯化碳 、 乙醇 、 乙腈 为溶剂， 反应 192.0h， 生成 methyl 2-(4-biphenyl)-1H-5-imidazolecarboxylate
  参考文献：
  名称：

  Expeditious Synthesis of 2-Aryl Substituted Imidazolines and Imidazoles

  摘要：

  A versatile and efficient method for the synthesis of 2-aryl substituted imidazolines and imidazoles bearing a carboxylate group on C-4 is reported. Three different synthetic pathways were explored, compared and optimized. The selected procedure involves condensation of methyl 2,3-diaminopropionate with different imino ethers. The ring closure, monitored by LC-MS analysis, was facilitated by heating at reflux in ethanol leading to increase the rate of cyclization.

  DOI：

  10.3987/com-06-10708
• 作为产物：
  描述：

  4-苯基苯甲酸 在 吡啶 、 碳酸氢铵 、 二碳酸二叔丁酯 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 48.0h， 生成 ethyl-4-phenyl-1-benzenecarboximidate
  参考文献：
  名称：

  Expeditious Synthesis of 2-Aryl Substituted Imidazolines and Imidazoles

  摘要：

  A versatile and efficient method for the synthesis of 2-aryl substituted imidazolines and imidazoles bearing a carboxylate group on C-4 is reported. Three different synthetic pathways were explored, compared and optimized. The selected procedure involves condensation of methyl 2,3-diaminopropionate with different imino ethers. The ring closure, monitored by LC-MS analysis, was facilitated by heating at reflux in ethanol leading to increase the rate of cyclization.

  DOI：

  10.3987/com-06-10708

文献信息

• Synthesis of Highly Fused Pyrano[2,3-<i>b</i>]pyridines via Rh(III)-Catalyzed C–H Activation and Intramolecular Cascade Annulation under Room Temperature
  作者：Xu Han、Feng Gao、Chunpu Li、Daqing Fang、Xiong Xie、Yu Zhou、Hong Liu

  DOI：10.1021/acs.joc.9b03102

  日期：2020.5.15

  A facile access to the polycyclic-fused pyrano[2,3-b]pyridines has been established under room temperature via Rh(III)-catalyzed C-H bond activation and intramolecular cascade annulation. This strategy features high efficiency, unique versatility, and generality and it can occur under mild conditions in good to excellent yields. More importantly, this strategy can be extended to the late-stage functionalization

  在室温下，通过Rh（III）催化的CH键活化和分子内级联环化反应，已经可以轻松获得多环稠合的吡喃并[2,3-b]吡啶。该策略具有高效，独特的多功能性和普遍性的特点，并且可以在温和条件下以高至优异的产量实现。更重要的是，该策略可以扩展到拥有CN基团的药物的后期功能化。
• Synthesis of Isoquinolines through Ir^III -Catalyzed C-H Activation/Annulation from Benzimidates with Hydroxylisopropylalkynes
  作者：Mingliang Liu、Wanchun Gong、Erli You、Haizhen Zhang、Lei Shi、Weiguo Cao、Jingjing Shi

  DOI：10.1002/ejoc.201800410

  日期：2018.9.30

  An IrIII‐catalyzed cascade reaction consisting of C–H activation and annulation of benzimidates with hydroxylisopropylalkynes yields a broad range of isoquinolines in one step with good functional‐group tolerance and high efficiency.

  Ir- III催化的级联反应由C–H活化和苯甲二酸酯与羟基异丙基炔的环化反应组成，可一步合成多种异喹啉，具有良好的官能团耐受性和高效率。
• Antireproductive tricyclic ortho-fused nitrogen containing compounds
  申请人：Gruppo Lepetit S.p.A.

  公开号：US04275066A1

  公开（公告）日：1981-06-23

  New tricyclic ortho-fused nitrogen containing compounds of the following formula: ##STR1## wherein R and R.sub.1 are independently selected from hydrogen, fluoro, chloro, bromo and (C.sub.1 -C.sub.4)alkoxy; A may be --CH.sub.2 --, --CH.sub.2 --CH.sub.2 --, --CH.dbd.CH-- or --(CH.sub.2).sub.3 --; X represents a nitrogen atom or the group CH; and salts therewith of pharmaceutically acceptable acids. The compounds possess an outstanding antireproductive utility.

  下面的公式代表新的三环正交融合氮含化合物：其中R和R.sub.1分别从氢、氟、氯、溴和(C.sub.1 -C.sub.4)烷氧基中独立选择；A可能是--CH.sub.2 --、--CH.sub.2 --CH.sub.2 --、--CH.dbd.CH--或--(CH.sub.2).sub.3 --；X代表氮原子或基团CH；以及与其相结合的药用酸的盐。这些化合物具有出色的抗生殖作用。
• Solid-phase synthesis of 1-substituted 4,5-dihydro-1,2,4-triazin-6-ones
  作者：Blanca Martı́nez-Teipel、Enrique Michelotti、Martha J Kelly、Damian G Weaver、Francis Acholla、Kebede Beshah、Jordi Teixidó

  DOI：10.1016/s0040-4039(01)01095-4

  日期：2001.9

  The solid-phase synthesis of 1-substituted 4,5-dihydro-1,2,4-triazin-6-ones from imidate esters and substituted hydrazines is reported. The synthesis starts with the reaction of imidic esters with polymer-bound glycine to form the imidate esters. A rehearsal library of 59 compounds was synthesized.

  据报道由亚氨酸酯和取代的肼固相合成1-取代的4，5-二氢-1，2，4-三嗪-6-酮。合成开始于亚胺酸酯与聚合物结合的甘氨酸反应形成亚氨酸酯。合成了59种化合物的排练库。
• Rhodium(III)‐Catalyzed C−H/N−H Functionalization with Hydrogen Evolution
  作者：Hui Xie、Jijun Jiang、Jun Wang

  DOI：10.1002/chem.202000950

  日期：2020.6.10

  A rhodium(III)‐catalyzed C−H/N−H bond functionalization of benzimidates with α‐chloroaldehydes to afford isoquinolin‐3‐ol derivatives is reported. No external oxidants are needed in this process, and interestingly, evolution of hydrogen gas is observed.

  据报道，铑（III）催化苯甲酰亚胺盐与α-氯醛的CH / N-H键官能化，得到异喹啉-3-醇衍生物。在此过程中不需要外部氧化剂，有趣的是，观察到有氢气逸出。