2-ethylimino-3-pyridin-2-ylmethyl-thiazolidin-4-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-ethylimino-3-pyridin-2-ylmethyl-thiazolidin-4-one
• 化学式: C₁₁H₁₃N₃OS
• 分子量: 235.31
• InChiKey: UGWUFQITKOOORV-QXMHVHEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.53
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  45.56
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-氨甲基吡啶 、 异硫氰酸乙酯 、 溴乙酸乙酯 在 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 2-ethylimino-3-pyridin-2-ylmethyl-thiazolidin-4-one 、
  参考文献：
  名称：

  Regioselective synthesis of 3-(heteroaryl)-iminothiazolidin-4-ones

  摘要：

  Cyclization of unsymmetrical thioureas affords 3-(heteroaryl)-iminothiazolidin-4-ones with excellent levels of regiocontrol. In the absence of base, 2-(pyridylmethyl) and 2-(aminomethyl)benzimidazolyl substituents on the thiourea scavenge acid that is generated upon sulfur alkylation with bromoesters. The resulting conjugate acid plays an important role in influencing the regiochemical outcome and overall rate of the reaction. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.01.001

文献信息

• Regioselective synthesis of 3-(heteroaryl)-iminothiazolidin-4-ones
  作者：Denis R. St. Laurent、Qi Gao、Dedong Wu、Michael H. Serrano-Wu

  DOI：10.1016/j.tetlet.2004.01.001

  日期：2004.2

  Cyclization of unsymmetrical thioureas affords 3-(heteroaryl)-iminothiazolidin-4-ones with excellent levels of regiocontrol. In the absence of base, 2-(pyridylmethyl) and 2-(aminomethyl)benzimidazolyl substituents on the thiourea scavenge acid that is generated upon sulfur alkylation with bromoesters. The resulting conjugate acid plays an important role in influencing the regiochemical outcome and overall rate of the reaction. (C) 2004 Elsevier Ltd. All rights reserved.