1-(3-(tert-butylamino)-2-(tert-butylimino)-2H-benzo[b][1,4]oxazin-5-yl)ethanone | 1427468-90-3

• 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: 1-(3-(tert-butylamino)-2-(tert-butylimino)-2H-benzo[b][1,4]oxazin-5-yl)ethanone
• 英文别名: 1-[3-(Tert-butylamino)-2-tert-butylimino-1,4-benzoxazin-5-yl]ethanone；1-[3-(tert-butylamino)-2-tert-butylimino-1,4-benzoxazin-5-yl]ethanone
• CAS: 1427468-90-3
• 化学式: C₁₈H₂₅N₃O₂
• 分子量: 315.415
• InChiKey: CDUVNTHVOWQXSF-UHFFFAOYSA-N

物化性质

• 沸点：
  438.9±47.0 °C(predicted)
• 密度：
  1.09±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  63
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  异氰酸叔丁酯 、 2-氨基-3-羟基苯乙酮 在 palladium dichloride 作用下， 以 1,4-二氧六环 为溶剂， 反应 4.0h， 以77%的产率得到1-(3-(tert-butylamino)-2-(tert-butylimino)-2H-benzo[b][1,4]oxazin-5-yl)ethanone
  参考文献：
  名称：

  Synthesis of 2-Aminobenzoxazoles and 3-Aminobenzoxazines via Palladium-Catalyzed Aerobic Oxidation of o-Aminophenols with Isocyanides

  摘要：

  A Pd-catalyzed aerobic oxidation of o-aminophenols and isocyanides for the synthesis of 2-aminobenzoxazoles and 3-aminobenzoxazines has been achieved in an air atmosphere. The procedure constructs 2-aminobenzoxazoles and 3-aminobenzoxazines with moderate to excellent yields and a broad substrate scope. Apart from experimental simplicity, this methodology has the advantages of mild reaction conditions and easily accessible starting materials. Furthermore, the utility of this method has also been successfully applied to the synthesis of other types of useful nitrogen heterocycles.

  DOI：

  10.1021/jo400002f

文献信息

• Synthesis of 2-Aminobenzoxazoles and 3-Aminobenzoxazines via Palladium-Catalyzed Aerobic Oxidation of <i>o</i>-Aminophenols with Isocyanides
  作者：Bifu Liu、Meizhou Yin、Hanling Gao、Wanqing Wu、Huanfeng Jiang

  DOI：10.1021/jo400002f

  日期：2013.4.5

  A Pd-catalyzed aerobic oxidation of o-aminophenols and isocyanides for the synthesis of 2-aminobenzoxazoles and 3-aminobenzoxazines has been achieved in an air atmosphere. The procedure constructs 2-aminobenzoxazoles and 3-aminobenzoxazines with moderate to excellent yields and a broad substrate scope. Apart from experimental simplicity, this methodology has the advantages of mild reaction conditions and easily accessible starting materials. Furthermore, the utility of this method has also been successfully applied to the synthesis of other types of useful nitrogen heterocycles.