3-cyclohexyl-2-cyclohexylimino-2,3-dihydro-benzo[e][1,3]oxazin-4-one | 15601-75-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 3-cyclohexyl-2-cyclohexylimino-2,3-dihydro-benzo[e][1,3]oxazin-4-one
• 英文别名: 3-Cyclohexyl-2-cyclohexylimino-3,4-dihydro-4-oxo-2H-1,3-benzoxazin；3-Cyclohexyl-2-cyclohexylimino-1,3-benzoxazin-4-one
• CAS: 15601-75-9
• 化学式: C₂₀H₂₆N₂O₂
• 分子量: 326.439
• InChiKey: LOYMFXYBBCUNIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N,N'-二环己基碳二亚胺 、 水杨酸 以 四氢呋喃 为溶剂， 生成 3-cyclohexyl-2-cyclohexylimino-2,3-dihydro-benzo[e][1,3]oxazin-4-one
  参考文献：
  名称：

  D环己基碳二亚胺的3，4-二氢-1，3-恶嗪。

  摘要：

  DOI：

  10.1021/jm00315a055

文献信息

• Palladium-Catalyzed Cyclocarbonylation of <i>o</i>-Iodophenols and 2-Hydroxy-3-iodopyridine with Heterocumulenes:  Regioselective Synthesis of Benzo[<i>e</i>]-1,3-oxazin-4-one and Pyrido[3,2-<i>e</i>]-1,3-oxazin-4-one Derivatives
  作者：Chitchamai Larksarp、Howard Alper

  DOI：10.1021/jo991256u

  日期：1999.12.1

  Benzo[e]-1,3-oxazin-2-imine-4-ones (3) were synthesized by cyclocarbonylation of o-iodophenols with carbodiimides in the presence of a catalytic amount of a palladium catalyst and 1,4-bis(diphenylphosphino)butane under CO pressure. Product yields are dependent on the nature of the substrate, catalyst, solvent, and base as well as phosphine ligand. Reaction of o-iodophenols with unsymmetrical carbodiimides affords benzo[e]-1,3-oxazin-2-imine-4-ones (11a-g) in good yield and usually in a completely regioselective manner. Benzo[e]-1,3-oxazin-2,4-diones (5) were obtained in good to excellent yields using the same procedure and a 1:2 ratio of o-iodophenol/isocyanate. Pyrido[3,2-e]-1,3-oxazin-4-ones (16) were isolated in fine yield using 2-hydroxy-3-iodopyridine instead of an iodophenol as reactant. The reaction mechanism is believed to involve in situ formation of a carbamate eater followed by palladium-catalyzed carbonylative amidation.
• 3,4-Dihydro-1,3-oxazines from Dcycloheexylcarbodiimide
  作者：Everette L. May

  DOI：10.1021/jm00315a055

  日期：1967.5