4-{[4-(2-Chloro-phenoxy)-but-2-ynyl]-methyl-amino}-chromen-2-one | 444784-35-4

• 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-(2-Chloro-phenoxy)-but-2-ynyl]-methyl-amino}-chromen-2-one
• 英文别名: 4-[4-(2-Chlorophenoxy)but-2-ynyl-methylamino]chromen-2-one
• CAS: 444784-35-4
• 化学式: C₂₀H₁₆ClNO₃
• 分子量: 353.805
• InChiKey: QGGOBAQWOYSSAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 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-(2-Chloro-phenoxy)-but-2-ynyl]-methyl-amino}-chromen-2-one 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 0.17h， 以75%的产率得到2-(2-Chloro-phenoxymethyl)-3-hydroxymethyl-1-methyl-1H-chromeno[4,3-b]pyrrol-4-one
  参考文献：
  名称：

  Synthesis of bioactive heterocycles: tandem reaction of 4-N-(4′-aryloxybut-2′-ynyl),N-methylaminocoumarin with 3-chloroperoxybenzoic acid

  摘要：

  A number of 4-N-(4'-aryloxybut-2'-ynyl).N-methylaminocoumarins (4a-e) on treatment with one equivalent of 3-chloroperoxybenzoic acid at 0-5degreesC for 10 min and then stirring at rt for 10 It afforded pyrrolo[3,2-c]coumarin derivatives in 70-75% yields. The 4-N-(4'-aryloxybut-2'-ynyl),N-methylaminocoumarins 4a-e were in turn prepared from 4-tosyloxycoumarin (2) and (4-arytoxybut-2-ynyl)-N-methylamine (3a-e). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00198-3
• 作为产物：
  描述：

  4-(4-toluenesulfonyloxy)coumarin 、 1-(2-chlorophenoxy)-4-N-methylaminobut-2-yne 以 乙醇 为溶剂， 以80%的产率得到4-{[4-(2-Chloro-phenoxy)-but-2-ynyl]-methyl-amino}-chromen-2-one
  参考文献：
  名称：

  Synthesis of bioactive heterocycles: tandem reaction of 4-N-(4′-aryloxybut-2′-ynyl),N-methylaminocoumarin with 3-chloroperoxybenzoic acid

  摘要：

  A number of 4-N-(4'-aryloxybut-2'-ynyl).N-methylaminocoumarins (4a-e) on treatment with one equivalent of 3-chloroperoxybenzoic acid at 0-5degreesC for 10 min and then stirring at rt for 10 It afforded pyrrolo[3,2-c]coumarin derivatives in 70-75% yields. The 4-N-(4'-aryloxybut-2'-ynyl),N-methylaminocoumarins 4a-e were in turn prepared from 4-tosyloxycoumarin (2) and (4-arytoxybut-2-ynyl)-N-methylamine (3a-e). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00198-3