6-Methoxy-2-trichloromethyl-chromen-4-one | 255843-61-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 6-Methoxy-2-trichloromethyl-chromen-4-one
• 英文别名: Cambridge id 5572136；6-methoxy-2-(trichloromethyl)chromen-4-one
• CAS: 255843-61-9
• 化学式: C₁₁H₇Cl₃O₃
• 分子量: 293.534
• InChiKey: MBMVBGLILKKHSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-Methoxy-2-trichloromethyl-chromen-4-one 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以74%的产率得到4-羟基-6-甲氧基香豆素
  参考文献：
  名称：

  Condensation of 2-hydroxyacetophenones with trichloroacetonitrile as a route to 2-trichloromethylchromones and 4-hydroxycoumarins

  摘要：

  Condensation of 2-hydroxyacetophenones with trichloroacetonitrile in the presence of N-methylanilinomagnesium bromide affords hydroxyaryl beta-amino-beta-trichloromethylvinyl ketones, which are converted into 2-trichloromethylchromones upon treatment with concentrated HCl. The resulting compounds react with alcoholic solutions of NH3 or KOH to Form 3-amino-1-(2-hydroxyaryl)-4,4,4-trichlorobut-2-en-1-ones and 4-hydroxycoumarins, respectively.

  DOI：

  10.1007/bf02494778
• 作为产物：
  描述：

  2'-羟基-5'-甲氧基苯乙酮 在 盐酸 、 magnesium bromide- 作用下， 以 乙醚 为溶剂， 反应 27.0h， 生成 6-Methoxy-2-trichloromethyl-chromen-4-one
  参考文献：
  名称：

  Condensation of 2-hydroxyacetophenones with trichloroacetonitrile as a route to 2-trichloromethylchromones and 4-hydroxycoumarins

  摘要：

  Condensation of 2-hydroxyacetophenones with trichloroacetonitrile in the presence of N-methylanilinomagnesium bromide affords hydroxyaryl beta-amino-beta-trichloromethylvinyl ketones, which are converted into 2-trichloromethylchromones upon treatment with concentrated HCl. The resulting compounds react with alcoholic solutions of NH3 or KOH to Form 3-amino-1-(2-hydroxyaryl)-4,4,4-trichlorobut-2-en-1-ones and 4-hydroxycoumarins, respectively.

  DOI：

  10.1007/bf02494778

文献信息

• Synthesis of 2-(2-hydroxyaroylmethylene)hexahydropyrimidines from 2-trichloromethylchromones and trimethylenediamine
  作者：V. Ya. Sosnovskikh、V. A. Kutsenko

  DOI：10.1007/bf02494859

  日期：1999.11

  The reactions of 2-trichloromethylchromones with trimethylenediamine in ethanol at room temperature afford 2-(2-hydroxyaroylmethylene)hexahydropyrimidines. Under analogous conditions, 2-methylchromone gives a mixture ofN,N′-trimethylenebis[3-amino-1-(2′-hydroxyphenyl)-2-buten-1-one] andN,N′-trimethylenebis(imine) of 2-hydroxyacetophenone.

  2-三氯甲基色酮与三亚甲基二胺在室温下在乙醇中的反应得到2-(2-羟基芳酰基亚甲基)六氢嘧啶。在类似条件下，2-甲基色酮得到 N,N'-三亚甲基双[3-氨基-1-(2'-羟基苯基)-2-丁烯-1-one]和 2-的 N,N'-三亚甲基双(亚胺)的混合物羟基苯乙酮。