Diethyl <(2-thiophenylcarboxamido)methyl>phosphonate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: Diethyl <(2-thiophenylcarboxamido)methyl>phosphonate
• 英文别名: N-(diethoxyphosphoryl-methyl)-thiophene-2-carboxamide；N-(diethoxyphosphorylmethyl)thiophene-2-carboxamide
• 化学式: C₁₀H₁₆NO₄PS
• 分子量: 277.281
• InChiKey: AFECPFCCZITZTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  92.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-噻吩甲酰氯 、 Diethyl <<(triphenylphosphoranylidene)amino>methy>phosphonate 以 四氢呋喃 、 正己烷 为溶剂， 生成 Diethyl <(2-thiophenylcarboxamido)methyl>phosphonate
  参考文献：
  名称：

  Convenient Preparations of Diethyl [(Acylamino)methyl]phosphonates, 2-Azabutadienes, and Isoquinolines from a 1,2-Monoazabisylide Equivalent

  摘要：

  Diethyl [(triphenylphosphoranylidene)amino]methyl]phosphonate (4), prepared in situ by treatment of 1-[[(triphenylphosphoranylidene)amino]methyl]benzotriazole (betmip 6) with diethyl phosphite anion,is converted by treatment with butyllithium into the corresponding carbanion 5. Carbanion 5, the first example of a 1,2-monoazabisylide equivalent, provides a versatile synthetic method to introduce the C=NC=C structural unit, as illustrated by convenient preparations of 1,4-diaryl-2-azabutadienes, 1,1,4,4-tetraaryl-2-azabutadienes, diethyl [(acylamino)methyl]phosphonates, and isoquinolines.

  DOI：

  10.1021/jo00095a035

文献信息

• Convenient Preparations of Diethyl [(Acylamino)methyl]phosphonates, 2-Azabutadienes, and Isoquinolines from a 1,2-Monoazabisylide Equivalent
  作者：Alan R. Katritzky、Guifen Zhang、Jinlong Jiang

  DOI：10.1021/jo00095a035

  日期：1994.8

  Diethyl [(triphenylphosphoranylidene)amino]methyl]phosphonate (4), prepared in situ by treatment of 1-[[(triphenylphosphoranylidene)amino]methyl]benzotriazole (betmip 6) with diethyl phosphite anion,is converted by treatment with butyllithium into the corresponding carbanion 5. Carbanion 5, the first example of a 1,2-monoazabisylide equivalent, provides a versatile synthetic method to introduce the C=NC=C structural unit, as illustrated by convenient preparations of 1,4-diaryl-2-azabutadienes, 1,1,4,4-tetraaryl-2-azabutadienes, diethyl [(acylamino)methyl]phosphonates, and isoquinolines.
• Katritzky Alan R., Zhang Guifen, Jiang Jinlong, J. Org. Chem, 59 (1994) N 16, S 4556-4560
  作者：Katritzky Alan R., Zhang Guifen, Jiang Jinlong

  DOI：——

  日期：——
• Betmip (1-(triphenylphosphorylideneaminomethyl)benzotriazole), A unique CH2=N-PPh3+X? equivalent for organic synthesis
  作者：Alan R. Katritzky、Jinlong Jiang

  DOI：10.1002/prac.199633801132

  日期：——