3-(2-chloroacetylamino)-N-(6-methylpyridin-2-yl)benzamide | 916335-87-0

• 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: 3-(2-chloroacetylamino)-N-(6-methylpyridin-2-yl)benzamide
• CAS: 916335-87-0
• 化学式: C₁₅H₁₄ClN₃O₂
• 分子量: 303.748
• InChiKey: ZWDCDDMONNXUEK-UHFFFAOYSA-N

物化性质

• 熔点：
  137-139 °C(Solv: hexane (110-54-3); dichloromethane (75-09-2))
• 沸点：
  455.2±45.0 °C(Predicted)
• 密度：
  1.366±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.82
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  71.09
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-(2-chloroacetylamino)-N-(6-methylpyridin-2-yl)benzamide 在 sodium azide 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以66%的产率得到3-(2-azidoacetylamino)-N-(6-methylpyridin-2-yl)benzamide
  参考文献：
  名称：

  Probing the Limits of Rate Acceleration Mediated by Hydrogen Bonds

  摘要：

  A simple receptor and substrate are used to probe the relationship between transition-state charge and the level of rate acceleration that can be created by stabilizing the transition state through hydrogen bonding. Pericyclic reactions are accelerated less than 2-fold by the receptor, whereas a conjugate addition reaction is accelerated more than 30-fold. Therefore, substrate polarization by hydrogen bonding would only appear to be effective for reactions that generate significant charge at the transition state.

  DOI：

  10.1021/ol061290c
• 作为产物：
  描述：

  3-amino-N-(6-methylpyridin-2-yl)benzamide 、 氯乙酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以75%的产率得到3-(2-chloroacetylamino)-N-(6-methylpyridin-2-yl)benzamide
  参考文献：
  名称：

  Probing the Limits of Rate Acceleration Mediated by Hydrogen Bonds

  摘要：

  A simple receptor and substrate are used to probe the relationship between transition-state charge and the level of rate acceleration that can be created by stabilizing the transition state through hydrogen bonding. Pericyclic reactions are accelerated less than 2-fold by the receptor, whereas a conjugate addition reaction is accelerated more than 30-fold. Therefore, substrate polarization by hydrogen bonding would only appear to be effective for reactions that generate significant charge at the transition state.

  DOI：

  10.1021/ol061290c