2,3-dihydro-3-(2-hydroxyethyl)-2-methyl-5-phenyl-1,3-oxazin-4-one | 176438-27-0

• 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: 2,3-dihydro-3-(2-hydroxyethyl)-2-methyl-5-phenyl-1,3-oxazin-4-one
• 英文别名: 3-(2-hydroxyethyl)-2-methyl-5-phenyl-2H-1,3-oxazin-4-one
• CAS: 176438-27-0
• 化学式: C₁₃H₁₅NO₃
• 分子量: 233.267
• InChiKey: OJOWROMRPZXPKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3-dihydro-3-(2-hydroxyethyl)-2-methyl-5-phenyl-1,3-oxazin-4-one 在 氯化亚砜 作用下， 以 氯仿 为溶剂， 反应 3.0h， 以96%的产率得到2,3-dihydro-3-(2-chloroethyl)-2-methyl-5-phenyl-1,3-oxazin-4-one
  参考文献：
  名称：

  First Synthetic Method for the Preparation of 6-Unsubstituted-2,3-dihydro-1,3-oxazin-4-ones

  摘要：

  The first synthetic pathway to synthesize 6-unsubstituted-2,3-dihydro-1,3-oxazin-4-ones is described. The alpha-formylation of the starting amide and the cyclization of the alpha-formylamide with a desired aldehyde under acidic conditions gave compounds 5a-h (R = nPr, iPr, cPr, cHex, Ph, CH(2)Ph, nHex, and R(1) = H, Me). This strategy was used with little modification for the preparation of new monocyclic organic nitrates such as 2a-c (2a (R = Ph, R(1) = H, and R(2) = H), 2b (R = Ph, R(1) = H, and R(2) = Me), and 2c (R = H, R(1) = Ph, and R(2) = H).

  DOI：

  10.1021/jo952118h
• 作为产物：
  描述：

  N-(2-羟基乙基)-2-苯乙酰胺 在 盐酸 、 sodium hydride 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 乙醚 、 乙酸乙酯 、 甲苯 为溶剂， 反应 14.0h， 生成 2,3-dihydro-3-(2-hydroxyethyl)-2-methyl-5-phenyl-1,3-oxazin-4-one
  参考文献：
  名称：

  First Synthetic Method for the Preparation of 6-Unsubstituted-2,3-dihydro-1,3-oxazin-4-ones

  摘要：

  The first synthetic pathway to synthesize 6-unsubstituted-2,3-dihydro-1,3-oxazin-4-ones is described. The alpha-formylation of the starting amide and the cyclization of the alpha-formylamide with a desired aldehyde under acidic conditions gave compounds 5a-h (R = nPr, iPr, cPr, cHex, Ph, CH(2)Ph, nHex, and R(1) = H, Me). This strategy was used with little modification for the preparation of new monocyclic organic nitrates such as 2a-c (2a (R = Ph, R(1) = H, and R(2) = H), 2b (R = Ph, R(1) = H, and R(2) = Me), and 2c (R = H, R(1) = Ph, and R(2) = H).

  DOI：

  10.1021/jo952118h

文献信息

• First Synthetic Method for the Preparation of 6-Unsubstituted-2,3-dihydro-1,3-oxazin-4-ones
  作者：Giorgio Bertolini、Mario Aquino、Francesco Ferrario、Gianfranco Pavich、Andrea Zaliani、Alberto Sala

  DOI：10.1021/jo952118h

  日期：1996.1.1

  The first synthetic pathway to synthesize 6-unsubstituted-2,3-dihydro-1,3-oxazin-4-ones is described. The alpha-formylation of the starting amide and the cyclization of the alpha-formylamide with a desired aldehyde under acidic conditions gave compounds 5a-h (R = nPr, iPr, cPr, cHex, Ph, CH(2)Ph, nHex, and R(1) = H, Me). This strategy was used with little modification for the preparation of new monocyclic organic nitrates such as 2a-c (2a (R = Ph, R(1) = H, and R(2) = H), 2b (R = Ph, R(1) = H, and R(2) = Me), and 2c (R = H, R(1) = Ph, and R(2) = H).