N-(4-methoxyphenyl)-N'-ethoxycarbonylthiourea

• 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: N-(4-methoxyphenyl)-N'-ethoxycarbonylthiourea
• 英文别名: ethyl N-[(4-methoxyphenyl)carbamothioyl]carbamate
• 化学式: C₁₁H₁₄N₂O₃S
• 分子量: 254.31
• InChiKey: AZXVIRDTNPMADL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(4-methoxyphenyl)-N'-ethoxycarbonylthiourea 在 氯化亚砜 、 caesium carbonate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 16.0h， 生成 (Z)-ethyl (3-(4-methoxyphenyl)thiazol-2(3H)-ylidene)carbamate
  参考文献：
  名称：

  [EN] PYRROLO [2,3-B]PYRIDINE-3-CARBOXAMIDE COMPOSITIONS AND METHODS FOR AMELIORATING HEARING LOSS
  [FR] COMPOSITIONS DE PYRROLO [2,3-B] PYRIDINE-3-CARBOXAMIDE ET PROCÉDÉS POUR AMÉLIORER LA PERTE AUDITIVE

  摘要：

  N-(3-取代噻唑-2(3H)-基)-1H-吡咯并[2,3-b]吡啶-3-羧酰胺和N-(3-取代噁唑-2(3H)-基)-1H-吡咯并[2,3-b]吡啶-3-羧酰胺（I）和（II）已被披露。这些化合物激活Yap并抑制Lats激酶。因此，它们对治疗听力损失是有用的。

  公开号：

  WO2021158936A1
• 作为产物：
  描述：

  甲氧苯胺 、 异硫氰酰甲酸乙酯 在 四甲基乙二胺 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 以3.5 g的产率得到N-(4-methoxyphenyl)-N'-ethoxycarbonylthiourea
  参考文献：
  名称：

  [EN] PYRROLO [2,3-B]PYRIDINE-3-CARBOXAMIDE COMPOSITIONS AND METHODS FOR AMELIORATING HEARING LOSS
  [FR] COMPOSITIONS DE PYRROLO [2,3-B] PYRIDINE-3-CARBOXAMIDE ET PROCÉDÉS POUR AMÉLIORER LA PERTE AUDITIVE

  摘要：

  N-(3-取代噻唑-2(3H)-基)-1H-吡咯并[2,3-b]吡啶-3-羧酰胺和N-(3-取代噁唑-2(3H)-基)-1H-吡咯并[2,3-b]吡啶-3-羧酰胺（I）和（II）已被披露。这些化合物激活Yap并抑制Lats激酶。因此，它们对治疗听力损失是有用的。

  公开号：

  WO2021158936A1

文献信息

• Efficient and Novel Synthesis of<i>N</i>‐Aryl‐<i>N</i>′‐ethoxycarbonylthiourea and Arene‐<i>bis</i>‐ethoxycarbonylthiourea Derivatives Catalyzed by TMEDA
  作者：Tai‐Bao Wei、Qi Lin、You‐Ming Zhang、Hai Wang

  DOI：10.1081/scc-120038502

  日期：2004.12.31

  A series of N-aryl-N'-ethoxycarbonyl thioureas and arene-bis-ethoxy-carbonylthiourea derivatives have been synthesized in good to excellent yields under the TMEDA catalyzed conditions at room temperature.
• Lin, Qi; Zhang, You-Ming; Wei, Tai-Bao, Journal of Chemical Research, 2004, # 4, p. 298 - 299
  作者：Lin, Qi、Zhang, You-Ming、Wei, Tai-Bao、Wang, Hai

  DOI：——

  日期：——
• Solid-Phase Guanidinylation as a Diversification Strategy of Poly-<scp>l</scp>-proline Type II Peptide Mimic Scaffolds
  作者：Ahmed Mamai、Jose S. Madalengoitia

  DOI：10.1021/ol0069711

  日期：2001.2.1

  [GRAPHICS]Solid phase guanidinylation of praline templated amino acids is studied as a diversification strategy of poly-L-proline type tl scaffolds.
• Iron Trichloride and Air Mediated Guanylation of Acylthioureas. An Ecological Route to Acylguanidines: Scope and Mechanistic Insights
  作者：Simon Pape、Pablo Wessig、Heiko Brunner

  DOI：10.1021/acs.joc.6b00600

  日期：2016.6.3

  Recently we introduced iron trichloride as an environmentally benign and cost-efficient reagent for the synthesis of N-benzoylguanidines. This highly attractive synthetic approach grants access to a broad spectrum of N-benzoylguanidines under mild conditions in short reaction times. In this work we present an extended scope of Our methodology along with the results obtained from mechanistic studies via in situ IR spectroscopy in combination with LC (liquid chromatography)-MS analyses. On the basis of these new mechanistic insights we were able to optimize the synthetic protocol and to develop an alternative mechanistic proposal. In this context the symbiotic roles of iron trithloride and oxygen in the guanylation process are highlighted.
• Chlorobis[<i>N</i>-ethoxycarbonyl-<i>N</i>′-(<i>p</i>-methoxyphenyl)thiourea-κ<i>S</i>]copper(I)
  作者：Bi-Quan Su、Liang Xian、Hai-Bin Song、Li Sheng

  DOI：10.1107/s0108270104028215

  日期：2004.12.15

  The title copper( I) complex, [ CuCl( C11H14N2O3S) (2)], was synthesized by the redox reaction of cupric chloride with the corresponding thiourea derivative as reducing agent. The Cu-I coordination environment is trigonal planar, involving two S atoms and one Cl atom. The presence of intramolecular hydrogen bonds leads to the formation of a cis conformation and promotes the stability of the complex.