6-chloro-3-methyl-1-phenylchromeno[2,3-c]pyrazol-4(1H)-one | 85689-40-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-chloro-3-methyl-1-phenylchromeno[2,3-c]pyrazol-4(1H)-one
• 英文别名: 6-Chloro-3-methyl-1-phenylchromeno[2,3-c]pyrazol-4-one
• CAS: 85689-40-3
• 化学式: C₁₇H₁₁ClN₂O₂
• 分子量: 310.74
• InChiKey: SERNOMLIJOHDJU-UHFFFAOYSA-N

物化性质

• 熔点：
  150-151 °C(Solv: ethanol (64-17-5))
• 沸点：
  498.9±45.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-p-chlorophenoxy-3-methyl-1-phenylpyrazole-4-carbaldehyde 在 叔丁基过氧化氢 、 1,3-dibutyl-1H-benzo[d]-[1,2,3]triazol-3-ium bromide 作用下， 以 水 为溶剂， 反应 24.0h， 以66%的产率得到6-chloro-3-methyl-1-phenylchromeno[2,3-c]pyrazol-4(1H)-one
  参考文献：
  名称：

  Green Method for the Synthesis of Chromeno[2,3-c]pyrazol-4(1H)-ones through Ionic Liquid Promoted Directed Annulation of 5-(Aryloxy)-1H-pyrazole-4-carbaldehydes in Aqueous Media

  摘要：

  The first classical heterocyclic ionic liquid (IL) promoted C-H bond oxidant cross-doupling,reaction for the intramolecular annulation of 5-(aryloxy)-1H-pyrazole-4-carbal- dehydes to chromeno[2,37c]pyrazol-4(1H)-ones has been disclosed The promoter 1,3-dibutyl-1H-benzo[d]fl 2 3]- triazol-34-ium bromide can be easily recycled reused with the same efficacies for at least five cycles in aqueous medium The strategy works smoothly and provides applicable protocol to construct a Wide range of products.

  DOI：

  10.1021/acs.orglett.5b00033

文献信息

• Synthesis of Some 1-Aryl-4-(2-hydroxybenzoyl)-pyrazol-5-one and 1-Aryl[1]benzopyrano [2,3-<i>c</i>]pyrazol-4(1<i>H</i>)-one Derivatives from 3-Acyl-4-hydroxycoumarins
  作者：Bernard Chantegrel、Abdel-Ilah Nadi、Suzanne Gelin

  DOI：10.1055/s-1983-30286

  日期：——
• CHANTEGREL, B.;NADI, ABDEL-ILAH;GELIN, S., SYNTHESIS, 1983, N 3, 214-216
  作者：CHANTEGREL, B.、NADI, ABDEL-ILAH、GELIN, S.

  DOI：——

  日期：——
• Green Method for the Synthesis of Chromeno[2,3-<i>c</i>]pyrazol-4(1<i>H</i>)-ones through Ionic Liquid Promoted Directed Annulation of 5-(Aryloxy)-1<i>H</i>-pyrazole-4-carbaldehydes in Aqueous Media
  作者：He Li、Chenjiang Liu、Yonghong Zhang、Yadong Sun、Bin Wang、Wenbo Liu

  DOI：10.1021/acs.orglett.5b00033

  日期：2015.2.20

  The first classical heterocyclic ionic liquid (IL) promoted C-H bond oxidant cross-doupling,reaction for the intramolecular annulation of 5-(aryloxy)-1H-pyrazole-4-carbal- dehydes to chromeno[2,37c]pyrazol-4(1H)-ones has been disclosed The promoter 1,3-dibutyl-1H-benzo[d]fl 2 3]- triazol-34-ium bromide can be easily recycled reused with the same efficacies for at least five cycles in aqueous medium The strategy works smoothly and provides applicable protocol to construct a Wide range of products.