4-{[4-(4-Chloro-phenoxy)-but-2-ynyl]-methyl-amino}-8-methyl-chromen-2-one | 357290-80-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4-{[4-(4-Chloro-phenoxy)-but-2-ynyl]-methyl-amino}-8-methyl-chromen-2-one
• 英文别名: 4-[4-(4-Chlorophenoxy)but-2-ynyl-methylamino]-8-methylchromen-2-one
• CAS: 357290-80-3
• 化学式: C₂₁H₁₈ClNO₃
• 分子量: 367.832
• InChiKey: NDZWYXHWRGXXEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-{[4-(4-Chloro-phenoxy)-but-2-ynyl]-methyl-amino}-8-methyl-chromen-2-one 以 邻二氯苯 为溶剂， 反应 19.0h， 生成 1-[1-(4-Chloro-phenoxy)-meth-(E)-ylidene]-4,8-dimethyl-1,2,3,4-tetrahydro-9-oxa-4-aza-phenanthren-10-one
  参考文献：
  名称：

  Studies of bioactive heterocycles: amino Claisen rearrangement of 4-N-(4-aryloxybut-2-ynyl),N-methylaminocoumarins

  摘要：

  Thermal amino-Claisen rearrangement of 4-N-(aryloxybut-2-ynyl), N-methyl-aminocoumarins (8a-e) in refluxing o-dichlorobenzene gave 4-aryloxymethylene-1-methyl-1,2,3-trihydropyrido[3,2-c][1]benzopyran-5-ones (9a-e) in 56-72% isolated yields. Substrates (8a-f) were prepared from 4-chlorocoumarin (6a,b) and N-(4-ary-loxybutynyl),N-methylamine (7a-f) in 68-77% yields. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00656-6
• 作为产物：
  描述：

  4-羟基-8-甲基-2H-色烯-2-酮 在 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 4-{[4-(4-Chloro-phenoxy)-but-2-ynyl]-methyl-amino}-8-methyl-chromen-2-one
  参考文献：
  名称：

  Studies of bioactive heterocycles: amino Claisen rearrangement of 4-N-(4-aryloxybut-2-ynyl),N-methylaminocoumarins

  摘要：

  Thermal amino-Claisen rearrangement of 4-N-(aryloxybut-2-ynyl), N-methyl-aminocoumarins (8a-e) in refluxing o-dichlorobenzene gave 4-aryloxymethylene-1-methyl-1,2,3-trihydropyrido[3,2-c][1]benzopyran-5-ones (9a-e) in 56-72% isolated yields. Substrates (8a-f) were prepared from 4-chlorocoumarin (6a,b) and N-(4-ary-loxybutynyl),N-methylamine (7a-f) in 68-77% yields. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00656-6

文献信息

• Studies of bioactive heterocycles: amino Claisen rearrangement of 4-N-(4-aryloxybut-2-ynyl),N-methylaminocoumarins
  作者：K.C Majumdar、T Bhattacharyya

  DOI：10.1016/s0040-4039(01)00656-6

  日期：2001.6

  Thermal amino-Claisen rearrangement of 4-N-(aryloxybut-2-ynyl), N-methyl-aminocoumarins (8a-e) in refluxing o-dichlorobenzene gave 4-aryloxymethylene-1-methyl-1,2,3-trihydropyrido[3,2-c][1]benzopyran-5-ones (9a-e) in 56-72% isolated yields. Substrates (8a-f) were prepared from 4-chlorocoumarin (6a,b) and N-(4-ary-loxybutynyl),N-methylamine (7a-f) in 68-77% yields. (C) 2001 Elsevier Science Ltd. All rights reserved.