6-methoxy-4-methyl-4-phenyl-1,4-dihydro-2H-3,1-benzoxazin-2-one | 1009368-00-6

• 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: 6-methoxy-4-methyl-4-phenyl-1,4-dihydro-2H-3,1-benzoxazin-2-one
• 英文别名: 6-methoxy-4-methyl-4-phenyl-1H-3,1-benzoxazin-2-one
• CAS: 1009368-00-6
• 化学式: C₁₆H₁₅NO₃
• 分子量: 269.3
• InChiKey: MSNDYVCBMYWCTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  tert-butyl N-[4-methoxy-2-(1-phenylethenyl)phenyl]carbamate 在 氢碘酸 作用下， 以 水 、 乙腈 为溶剂， 反应 8.0h， 以53%的产率得到6-methoxy-4-methyl-4-phenyl-1,4-dihydro-2H-3,1-benzoxazin-2-one
  参考文献：
  名称：

  Synthesis of 1,4-Dihydro-2H-3,1-benzoxazin-2-ones by Hydriodic Acid Mediated Cyclization of tert-Butyl 2-Vinylphenylcarbamates

  摘要：

  A two-step facile synthesis of 4,4-disubstituted 1,4-dihydro-2H-3,1-benzoxazin-2-ones starting from alpha-substituted 2-aminostyrenes is described. The method involves the hydriodic acid mediated cyclization of t-butyl 2-vinylphenylcarbamate derivatives, which Could be easily prepared by N-t-butoxycarbonylation of alpha-substituted 2-aminostyrene derivatives, under mild conditions.

  DOI：

  10.3987/com-08-11399

文献信息

• Convenient Synthesis of 1,4-Dihydro-2H-3,1-benzoxazin-2-ones by Iodocyclization of t-Butyl 2-Vinylphenylcarbamate
  作者：Kazuhiro Kobayashi、Shuhei Fukamachi、Daizo Nakamura、Osamu Morikawa、Hisatoshi Konishi

  DOI：10.3987/com-07-11186

  日期：——

  It has been found that t-butyl 2-vinylphenylcarbamate derivatives underwent iodocyclization on treatment with iodine in the presence of sodium hydrogencarbonate to afford 4-iodomethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one derivatives in generally good yields. The reduction of these 4-iodomethyl derivatives with tributyltin hydride gave the corresponding 4-methyl derivatives in good yields.
• Synthesis of 1,4-Dihydro-2H-3,1-benzoxazin-2-ones by Hydriodic Acid Mediated Cyclization of tert-Butyl 2-Vinylphenylcarbamates
  作者：Kazuhiro Kobayashi、Shuhei Fukamachi、Hisatoshi Konishi

  DOI：10.3987/com-08-11399

  日期：——

  A two-step facile synthesis of 4,4-disubstituted 1,4-dihydro-2H-3,1-benzoxazin-2-ones starting from alpha-substituted 2-aminostyrenes is described. The method involves the hydriodic acid mediated cyclization of t-butyl 2-vinylphenylcarbamate derivatives, which Could be easily prepared by N-t-butoxycarbonylation of alpha-substituted 2-aminostyrene derivatives, under mild conditions.