4-diethoxyphosphono-5-(4-morpholinyl)-oxazole | 135122-19-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-diethoxyphosphono-5-(4-morpholinyl)-oxazole
• 英文别名: 4-(4-Diethoxyphosphoryl-1,3-oxazol-5-yl)morpholine
• CAS: 135122-19-9
• 化学式: C₁₁H₁₉N₂O₅P
• 分子量: 290.256
• InChiKey: IEIJXVYEWSUSJZ-UHFFFAOYSA-N

物化性质

• 沸点：
  417.6±45.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  74
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-diethoxyphosphono-5-(4-morpholinyl)-oxazole 在 盐酸 作用下， 反应 4.0h， 生成 N-(1-diethoxyphosphoryl-2-morpholin-4-yl-2-oxoethyl)formamide
  参考文献：
  名称：

  Roehr, Gesine; Schnell, Michael; Koeckritz, Angela, Synthesis, 1992, # 10, p. 1031 - 1034

  摘要：

  DOI：
• 作为产物：
  描述：

  N-(2,2,2-trichloro-1-diethoxyphosphorylethyl)methanimidoyl chloride 在 盐酸 、 三乙胺 作用下， 以 乙醚 为溶剂， 反应 73.25h， 生成 4-diethoxyphosphono-5-(4-morpholinyl)-oxazole
  参考文献：
  名称：

  ?-Substituted phosphonates. 64. Phosphono-Substituted Imidazoles and other heterocycles from diethyl [(2,2-dichloro-1-isocyano)-ethenyl]phosphonate

  摘要：

  The reaction of diethyl [(1-isocyano-2,2-dichloro)-ethenyl]phosphonate (1) with mono- and bifunctional aliphatic and aromatic amines and thiols has been studied. Because 1 is a push-pull olefine, a nucleophilic attack can take place at the halide-substituted carbon atom. On the other hand, 1 possesses with the isocyano group a further reactive centre, which is able to undergo typical isocyanide reactions. With secondary and ethylene-bridged bifunctional nucleophiles the substitution of the chloro atoms of 1 furnishes ketene N,N-, N,S- and S,S-acetals (8, 12, 14). By treating 1 with primary amines imidazoles 6 are obtained, an alpha-addition of an amino function to an isocyano group under mild conditions being involved. The isocyano-substituted cyclic ketene N,N-acetal 12 a inserts acceptor-substituted isocyanides forming the fused pyrazines 18. The structure of 18 a is corroborated by X-ray crystal structure analysis.

  DOI：

  10.1002/prac.19943360107

文献信息

• Scheidecker, S.; Koeckritz, A.; Schnell, M., Journal fur praktische Chemie (Leipzig 1954), 1990, vol. 332, # 6, p. 968 - 976
  作者：Scheidecker, S.、Koeckritz, A.、Schnell, M.

  DOI：——

  日期：——
• Roehr, Gesine; Schnell, Michael; Koeckritz, Angela, Synthesis, 1992, # 10, p. 1031 - 1034
  作者：Roehr, Gesine、Schnell, Michael、Koeckritz, Angela

  DOI：——

  日期：——
• ?-Substituted phosphonates. 64. Phosphono-Substituted Imidazoles and other heterocycles from diethyl [(2,2-dichloro-1-isocyano)-ethenyl]phosphonate
  作者：Michael Schnell、Matthias Ramm、Angela K�ckritz

  DOI：10.1002/prac.19943360107

  日期：——

  The reaction of diethyl [(1-isocyano-2,2-dichloro)-ethenyl]phosphonate (1) with mono- and bifunctional aliphatic and aromatic amines and thiols has been studied. Because 1 is a push-pull olefine, a nucleophilic attack can take place at the halide-substituted carbon atom. On the other hand, 1 possesses with the isocyano group a further reactive centre, which is able to undergo typical isocyanide reactions. With secondary and ethylene-bridged bifunctional nucleophiles the substitution of the chloro atoms of 1 furnishes ketene N,N-, N,S- and S,S-acetals (8, 12, 14). By treating 1 with primary amines imidazoles 6 are obtained, an alpha-addition of an amino function to an isocyano group under mild conditions being involved. The isocyano-substituted cyclic ketene N,N-acetal 12 a inserts acceptor-substituted isocyanides forming the fused pyrazines 18. The structure of 18 a is corroborated by X-ray crystal structure analysis.