N-[4-(2,2-Dimethyl-propionylamino)-pyridin-3-yl]-2,2-dimethyl-propionamide | 205940-55-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-[4-(2,2-Dimethyl-propionylamino)-pyridin-3-yl]-2,2-dimethyl-propionamide
• 英文别名: N-[3-(2,2-dimethylpropanoylamino)pyridin-4-yl]-2,2-dimethylpropanamide
• CAS: 205940-55-2
• 化学式: C₁₅H₂₃N₃O₂
• 分子量: 277.367
• InChiKey: CAXJDOZIYPCAIB-UHFFFAOYSA-N

物化性质

• 沸点：
  488.2±30.0 °C(Predicted)
• 密度：
  1.118±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.05
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 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：

  N-[4-(2,2-Dimethyl-propionylamino)-pyridin-3-yl]-2,2-dimethyl-propionamide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以51%的产率得到N,N'-dineopentyl-3,4-diaminopyridine
  参考文献：
  名称：

  Unsymmetrical Carbene Homologues: Isolable Pyrido[ b ]‐1,3,2 λ ² ‐diazasilole, ‐germole and ‐stannole and Quantum‐Chemical Comparison with Unstable Pyrido[ c ] Isomers

  摘要：

  Reaction of the dilithium pyridine-2,3-diamide 1a-Li-2 with SiCl4 and subsequent reduction of the resulting 2a with potassium or direct ring closure with GeCl2 . dioxane or SnCl2 gave the stable carbene homologues 1,3-dineopentylpyrido[b]-1,3,2 lambda(2)-diazasilole (3a), -germole (4a) and -stannole (5a). Similarly, the dilithium pyridine-3,4-diamide 1b-Li-2 and SiCl4 furnished the pyrido[c]-1,3,2 lambda(4)-diazasilole (2b). However, attempt to obtain the silylene 3b as well as the analogous germylene and stannylene failed. Ab initio quantum chemical studies of model compounds IIIa, IIIb and benzo-1,3,2 lambda(2)-diazasilole (IIIc) reveal a comparable thermodynamic stabilization, Unexpected similarities of benzo and pyrido[b] derivatives and lower kinetic stability of carbene homologues of the pyrido[c]-type (b) correlate with high symmetry of the HOMO re charge densities in the former (IIIa has a nodal plane through the N-atom) and with unsymmetrical charge distribution in IIIb. All compounds are structurally characterized by NMR and MS, the carbene homologues also by UV and 3a by photoelectron spectroscopy.

  DOI：

  10.1002/(sici)1521-3765(19980310)4:3<541::aid-chem541>3.0.co;2-#
• 作为产物：
  描述：

  3,4-二氨基吡啶 、 三甲基乙酰氯 在 三乙胺 作用下， 以 乙醚 为溶剂， 反应 120.0h， 以85.8%的产率得到N-[4-(2,2-Dimethyl-propionylamino)-pyridin-3-yl]-2,2-dimethyl-propionamide
  参考文献：
  名称：

  Unsymmetrical Carbene Homologues: Isolable Pyrido[ b ]‐1,3,2 λ ² ‐diazasilole, ‐germole and ‐stannole and Quantum‐Chemical Comparison with Unstable Pyrido[ c ] Isomers

  摘要：

  Reaction of the dilithium pyridine-2,3-diamide 1a-Li-2 with SiCl4 and subsequent reduction of the resulting 2a with potassium or direct ring closure with GeCl2 . dioxane or SnCl2 gave the stable carbene homologues 1,3-dineopentylpyrido[b]-1,3,2 lambda(2)-diazasilole (3a), -germole (4a) and -stannole (5a). Similarly, the dilithium pyridine-3,4-diamide 1b-Li-2 and SiCl4 furnished the pyrido[c]-1,3,2 lambda(4)-diazasilole (2b). However, attempt to obtain the silylene 3b as well as the analogous germylene and stannylene failed. Ab initio quantum chemical studies of model compounds IIIa, IIIb and benzo-1,3,2 lambda(2)-diazasilole (IIIc) reveal a comparable thermodynamic stabilization, Unexpected similarities of benzo and pyrido[b] derivatives and lower kinetic stability of carbene homologues of the pyrido[c]-type (b) correlate with high symmetry of the HOMO re charge densities in the former (IIIa has a nodal plane through the N-atom) and with unsymmetrical charge distribution in IIIb. All compounds are structurally characterized by NMR and MS, the carbene homologues also by UV and 3a by photoelectron spectroscopy.

  DOI：

  10.1002/(sici)1521-3765(19980310)4:3<541::aid-chem541>3.0.co;2-#