Ethyl 4-p-toluidinothieno<3,2-c>pyridine-6-carboxylate | 81975-31-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: Ethyl 4-p-toluidinothieno<3,2-c>pyridine-6-carboxylate
• 英文别名: 6-ethoxycarbonyl-4-(4-methylphenyl)aminothieno[3,2-c]pyridine；Ethyl 4-(4-methylanilino)thieno[3,2-c]pyridine-6-carboxylate
• CAS: 81975-31-7
• 化学式: C₁₇H₁₆N₂O₂S
• 分子量: 312.392
• InChiKey: RKDKVUGRZUFEJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  79.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (Z)-ethyl 3-(thiophen-2-yl)-2-((triphenylphosphoranylidene)amino)acrylate 以 甲苯 为溶剂， 反应 9.0h， 生成 Ethyl 4-p-toluidinothieno<3,2-c>pyridine-6-carboxylate
  参考文献：
  名称：

  An Efficient Iminophosphorane-Mediated Synthesis of Thieno[3,2-c]pyridine, Thieno[2,3-c]pyridine and Furo[3,2-c]-pyridine Derivatives

  摘要：

  通过叠氮杂芳基丙烯酸乙酯和三苯基膦与芳香族异氰酸酯反应，制备出了一些噻吩并[3,2-c]吡啶 4、噻吩并[2,3-c]吡啶 7 和呋喃并[3,2-c]吡啶 11 衍生物。

  DOI：

  10.1055/s-1987-27837

文献信息

• Hassan, M. A.; El-Borai, M.; Salem, M. A. I., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1982, vol. 21, # 2, p. 112 - 114
  作者：Hassan, M. A.、El-Borai, M.、Salem, M. A. I.

  DOI：——

  日期：——
• retro-Cheletropic ene reactions with 2-carbena-1,3-dioxolane as chelefuge
  作者：Mateo Alajarin、Marta Marin-Luna、Maria-Mar Ortin、Pilar Sanchez-Andrada、Angel Vidal

  DOI：10.1016/j.tet.2011.05.119

  日期：2011.8

  N[beta-(Hetero)arylvinyl] ketenimines and carbodiimides bearing adequately positioned 1,3-dioxolane functions experience a new class of tandem process consisting of a 6 pi electrocyclic ring closure followed by a rare retro-cheletropic ene reaction, the extrusion of 2-carbena-1,3-dioxolane. This mechanistic sequence is supported by a computational study using DFT methods, showing that the simultaneous recovery of aromaticity at two rings is the clue for the low energy barrier of the retro-cheletropic step. Moreover, the highly exergonic decomposition of 2-carbena-1,3-dioxolane into CO2 plus ethylene contribute to the success of the tandem sequences. (C) 2011 Elsevier Ltd. All rights reserved.
• HASSAN, M. A.;EL-BORAI, M.;SALEM, M. A. I., INDIAN J. CHEM., 1982, 21, N 2, 112-114
  作者：HASSAN, M. A.、EL-BORAI, M.、SALEM, M. A. I.

  DOI：——

  日期：——
• MOLINA P.; FRESNEDA P. M.; HURTADO F., SYNTHESIS,(1987) N 1, 45-48
  作者：MOLINA P.、 FRESNEDA P. M.、 HURTADO F.

  DOI：——

  日期：——
• An Efficient Iminophosphorane-Mediated Synthesis of Thieno[3,2-<i>c</i>]pyridine, Thieno[2,3-<i>c</i>]pyridine and Furo[3,2-<i>c</i>]-pyridine Derivatives
  作者：P. Molina、P. M. Fresneda、F. Hurtado

  DOI：10.1055/s-1987-27837

  日期：——

  A number of thieno[3,2-c]pyridines 4, thieno[2,3-c]pyridines 7 and furo[3,2-c]pyridines 11 derivatives have been prepared by reaction of the appropriate iminophosphorane, available from ethyl azidoheteroarylacrylates and triphenylphosphine, with aromatic isocyanates.

  通过叠氮杂芳基丙烯酸乙酯和三苯基膦与芳香族异氰酸酯反应，制备出了一些噻吩并[3,2-c]吡啶 4、噻吩并[2,3-c]吡啶 7 和呋喃并[3,2-c]吡啶 11 衍生物。