1-Ethyl-5,6-dihydro-1H-pyridine-2-thione | 441747-07-5

• 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: 1-Ethyl-5,6-dihydro-1H-pyridine-2-thione
• 英文别名: 2(1H)-Pyridinethione, 1-ethyl-5,6-dihydro-；1-ethyl-2,3-dihydropyridine-6-thione
• CAS: 441747-07-5
• 化学式: C₇H₁₁NS
• mdl: MFCD18811340
• 分子量: 141.237
• InChiKey: JZMJGSZGCHSTOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  35.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-Ethyl-5,6-dihydro-1H-pyridine-2-thione 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 生成 (S)-1-Ethyl-4-nitromethyl-piperidin-2-one
  参考文献：
  名称：

  Structurally dependent behavior of the nitromethyl group of aliphatic γ-nitrothioamides under nitrile oxide generation reaction conditions

  摘要：

  Treatment of (3-allyl)-4-nitromethylthiolactams with phenyl isocyanate and triethylamine has been found to lead to (3-allyl)-4-isothiocyanatolactams. In the case of 3-unsubstituted 4-nitromethylthiolactams, the retro-Michael addition reaction of the nitromethyl group, affording alpha,beta-unsaturated thiolactams and 4-nitromethyllactams, is also observed. Under the same reaction conditions acyclic (alpha-allyl)-gamma-nitrothioamides have been unexpectedly found to lead to alpha,beta-unsaturated nitriles. Mechanisms for these reactions are proposed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02369-3
• 作为产物：
  描述：

  异氰酸苯酯 、 (S)-1-Ethyl-4-nitromethyl-piperidine-2-thione 在 三乙胺 作用下， 以 苯 为溶剂， 反应 192.0h， 以32%的产率得到(S)-1-Ethyl-4-isothiocyanato-piperidin-2-one
  参考文献：
  名称：

  Structurally dependent behavior of the nitromethyl group of aliphatic γ-nitrothioamides under nitrile oxide generation reaction conditions

  摘要：

  Treatment of (3-allyl)-4-nitromethylthiolactams with phenyl isocyanate and triethylamine has been found to lead to (3-allyl)-4-isothiocyanatolactams. In the case of 3-unsubstituted 4-nitromethylthiolactams, the retro-Michael addition reaction of the nitromethyl group, affording alpha,beta-unsaturated thiolactams and 4-nitromethyllactams, is also observed. Under the same reaction conditions acyclic (alpha-allyl)-gamma-nitrothioamides have been unexpectedly found to lead to alpha,beta-unsaturated nitriles. Mechanisms for these reactions are proposed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02369-3