1-benzyl-3-thioxopyrazolidin | 166879-79-4

• 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: 1-benzyl-3-thioxopyrazolidin
• 英文别名: 1-Benzylpyrazolidine-3-thione
• CAS: 166879-79-4
• 化学式: C₁₀H₁₂N₂S
• 分子量: 192.285
• InChiKey: LQVOSVMNQINPKM-UHFFFAOYSA-N

物化性质

• 沸点：
  305.8±35.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  47.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-benzyl-3-thioxopyrazolidin 生成
  参考文献：
  名称：

  Dorn Helmut, Kreher Thomas, Heterocycles, 38 (1994) N 10, S 2171-2181

  摘要：

  DOI：
• 作为产物：
  描述：

  1-苄基-吡唑啉-3-酮 在 劳森试剂 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 以30%的产率得到1-benzyl-3-thioxopyrazolidin
  参考文献：
  名称：

  A New Type of Highly Polar 1,3-Dipoles. Synthesis and Chemistry of Thiocarbonyl-stabilized Pyrazolidinazomethineimies

  摘要：

  3-Thioxopyrazolidine-azomethineimines (2) are synthesized from their 3-oxo analogues (1) and Lawesson's reagent (LR). The electron structures of 1 and 2 resemble those of polymethines, dipole moments of 2 are even higher than those of 1; further physical organic data are discussed. With NaBH4 2 gives 3-thioxopyrazolidines (8). These are S-mono- (10) and (N-1), S-bisalkylated (11). S-Alkylation of 2 affords pyrazolinium salts (7). 1,3-Dipolar cycloaddition of enamines to 2 results in [pi4s +pi2s] products (12, 13), HOMO/LUMO energies of 1 and 2 are given. Models of gamma-thiolactams (17, 19), mimicing antibiotics, are gained via 1,3-dipolar cycloadducts of 1 with LR.

  DOI：

  10.3987/com-94-6746

文献信息

• Dorn Helmut, Kreher Thomas, Heterocycles, 38 (1994) N 10, S 2171-2181
  作者：Dorn Helmut, Kreher Thomas

  DOI：——

  日期：——
• A New Type of Highly Polar 1,3-Dipoles. Synthesis and Chemistry of Thiocarbonyl-stabilized Pyrazolidinazomethineimies
  作者：Helmut Dorn、Thomas Kreher

  DOI：10.3987/com-94-6746

  日期：——

  3-Thioxopyrazolidine-azomethineimines (2) are synthesized from their 3-oxo analogues (1) and Lawesson's reagent (LR). The electron structures of 1 and 2 resemble those of polymethines, dipole moments of 2 are even higher than those of 1; further physical organic data are discussed. With NaBH4 2 gives 3-thioxopyrazolidines (8). These are S-mono- (10) and (N-1), S-bisalkylated (11). S-Alkylation of 2 affords pyrazolinium salts (7). 1,3-Dipolar cycloaddition of enamines to 2 results in [pi4s +pi2s] products (12, 13), HOMO/LUMO energies of 1 and 2 are given. Models of gamma-thiolactams (17, 19), mimicing antibiotics, are gained via 1,3-dipolar cycloadducts of 1 with LR.