7-(Diethylamino)-3-[6-(diethylamino)-1,3-benzoxazol-2-yl]-2-methyl-1,4-benzoxazin-2-ol | 1207857-84-8

• 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: 7-(Diethylamino)-3-[6-(diethylamino)-1,3-benzoxazol-2-yl]-2-methyl-1,4-benzoxazin-2-ol
• CAS: 1207857-84-8
• 化学式: C₂₄H₃₀N₄O₃
• 分子量: 422.527
• InChiKey: SEOBYUUPJJXODU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  74.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5-(二乙氨基)-2-(亚硝基苯酚) 、 1-溴-2-丁炔 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 12.0h， 以75%的产率得到7-(Diethylamino)-3-[6-(diethylamino)-1,3-benzoxazol-2-yl]-2-methyl-1,4-benzoxazin-2-ol
  参考文献：
  名称：

  Unexpected Reactivity of o-Nitrosophenol with RCH₂Br: C−H Bond Cleavage and Annulation to Benzoxazoles and Benzoxazines (R = Alkynyl)

  摘要：

  A one-pot reaction between two molecules of 5-diethylamino-2-nitrosophenol with one molecule of 2-butynyl bromide gave rise to a new heterocyclic compound (structure shown above) consisting of one benzoxazole and one benzoxazine ring. The reaction works equally well with 1-phenyl-3-chloro-l-propyne. It was also found that 5-diethylamino-2-nitrosophenol reacts with R-CH2Br (R = aryl or vinyl) to give benzoxazoles with good functional group tolerance and high yield.

  DOI：

  10.1021/ol902812q

文献信息

• Unexpected Reactivity of <i>o</i>-Nitrosophenol with RCH₂Br: C−H Bond Cleavage and Annulation to Benzoxazoles and Benzoxazines (R = Alkynyl)
  作者：Wei Yao、Dejian Huang

  DOI：10.1021/ol902812q

  日期：2010.2.19

  A one-pot reaction between two molecules of 5-diethylamino-2-nitrosophenol with one molecule of 2-butynyl bromide gave rise to a new heterocyclic compound (structure shown above) consisting of one benzoxazole and one benzoxazine ring. The reaction works equally well with 1-phenyl-3-chloro-l-propyne. It was also found that 5-diethylamino-2-nitrosophenol reacts with R-CH2Br (R = aryl or vinyl) to give benzoxazoles with good functional group tolerance and high yield.