(2,4-Dichlorophenyl)-hydroxyiminoacetonitrile | 76104-11-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2,4-Dichlorophenyl)-hydroxyiminoacetonitrile
• 英文别名: 2-(2,4-dichlorophenyl)-2-hydroxyiminoacetonitrile
• CAS: 76104-11-5
• 化学式: C₈H₄Cl₂N₂O
• 分子量: 215.039
• InChiKey: XDFJFHBOTSEFLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  norbornene 、 (2,4-Dichlorophenyl)-hydroxyiminoacetonitrile 在 copper(II) choride dihydrate 、 sodium acetate 作用下， 以 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 24.0h， 以49%的产率得到(±)-(4a,5,8,8a)-3-(2,4-dichlorophenyl)-4a,5,6,7,8,8a-hexahydro-4H-5,8-methanobenzo[e][1,2]oxazin-4-one
  参考文献：
  名称：

  Cu-Mediated Stereoselective [4+2] Annulation between N-Hydroxybenzimidoyl Cyanide and Norbornene

  摘要：

  A Cu-mediated stereoselective [4+2] annulation between N-hydroxybenzimidoyl cyanides and norbornene (NBE) has been developed for the synthesis of 4H-1,2-oxazin-4-ones. The reaction proceeds through sequentially forming C-O/C-C bonds. The advantage of this reaction includes high stereo selectivity, excellent yields, as well as simple and mild reaction conditions. A total of 26 examples are presented along with some control experiments.

  DOI：

  10.1021/acs.joc.8b01081
• 作为产物：
  描述：

  2,4-二氯苯乙腈 在 sodium ethanolate 、 亚硝酸异戊酯 作用下， 以 乙醇 为溶剂， 生成 (2,4-Dichlorophenyl)-hydroxyiminoacetonitrile
  参考文献：
  名称：

  Cu-Mediated Stereoselective [4+2] Annulation between N-Hydroxybenzimidoyl Cyanide and Norbornene

  摘要：

  A Cu-mediated stereoselective [4+2] annulation between N-hydroxybenzimidoyl cyanides and norbornene (NBE) has been developed for the synthesis of 4H-1,2-oxazin-4-ones. The reaction proceeds through sequentially forming C-O/C-C bonds. The advantage of this reaction includes high stereo selectivity, excellent yields, as well as simple and mild reaction conditions. A total of 26 examples are presented along with some control experiments.

  DOI：

  10.1021/acs.joc.8b01081

文献信息

• HETEROCYCLIC COMPOUND AND p27Kip1 DEGRADATION INHIBITOR
  申请人：Uchida Hiroshi

  公开号：US20130079306A1

  公开（公告）日：2013-03-28

  A novel heterocyclic compound or a salt thereof useful for selectively inhibiting the degradation of p27 Kip1 is provided. The compound or the salt thereof is represented by the following formula (1): wherein A represents an alkyl group, a cycloalkyl group, an aryl group or a heterocyclic group, the group A may have a substituent; the ring B represents a 5- to 8-membered monocyclic heterocyclic ring or a condensed ring containing the monocyclic heterocyclic ring, the ring B may have a substituent; the ring C represents an aromatic ring, the ring C may have a substituent; L represents a linker comprising a main chain having 3 to 5 atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom and a sulfur atom, wherein at least one atom in the main chain is a hetero atom selected from the group consisting of a nitrogen atom, an oxygen atom and a sulfur atom, the linker L may have a substituent; and n is 0 or 1.

  提供了一种新型杂环化合物或其盐，用于选择性抑制p27Kip1的降解。该化合物或其盐由以下式子（1）表示：其中，A代表烷基、环烷基、芳基或杂环基，该基团A可能具有取代基；环B代表5-至8-成员的单环杂环环或含有单环杂环环的紧缩环，环B可能具有取代基；环C代表芳环，环C可能具有取代基；L代表连接基，包括由碳原子、氮原子、氧原子和硫原子中选择的3至5个原子组成的主链，其中主链中至少有一个原子是选自氮原子、氧原子和硫原子的杂原子，连接基L可能具有取代基；n为0或1。
• Heterocyclic compound and p27Kip1 degradation inhibitor
  申请人：Uchida Hiroshi

  公开号：US09200008B2

  公开（公告）日：2015-12-01

  A novel heterocyclic compound or a salt thereof useful for selectively inhibiting the degradation of p27Kip1 is provided. The compound or the salt thereof is represented by the following formula (1): wherein A represents an alkyl group, a cycloalkyl group, an aryl group or a heterocyclic group, the group A may have a substituent; the ring B represents a 5- to 8-membered monocyclic heterocyclic ring or a condensed ring containing the monocyclic heterocyclic ring, the ring B may have a substituent; the ring C represents an aromatic ring, the ring C may have a substituent; L represents a linker comprising a main chain having 3 to 5 atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom and a sulfur atom, wherein at least one atom in the main chain is a hetero atom selected from the group consisting of a nitrogen atom, an oxygen atom and a sulfur atom, the linker L may have a substituent; and n is 0 or 1.

  提供了一种新的杂环化合物或其盐，用于选择性地抑制p27Kip1的降解。该化合物或其盐由以下式子(1)表示：其中，A表示烷基、环烷基、芳基或杂环基，基团A可以有取代基；环B表示5-至8-成员的单环杂环或含有单环杂环的紧缩环，环B可以有取代基；环C表示芳环，环C可以有取代基；L表示链连接物，包括由碳、氮、氧和硫原子中选择的3至5个原子构成的主链，其中主链中的至少一个原子是选择自氮、氧和硫原子的杂原子，链连接物L可以有取代基；n为0或1。
• Cu-Mediated Stereoselective [4+2] Annulation between <i>N</i>-Hydroxybenzimidoyl Cyanide and Norbornene
  作者：Kui Liu、Zhen-Bang Chen、Fang-Ling Zhang、Chun qian、Shou-Wei Tao、Qiong-Ming Xu、Yong-Ming Zhu

  DOI：10.1021/acs.joc.8b01081

  日期：2018.8.3

  A Cu-mediated stereoselective [4+2] annulation between N-hydroxybenzimidoyl cyanides and norbornene (NBE) has been developed for the synthesis of 4H-1,2-oxazin-4-ones. The reaction proceeds through sequentially forming C-O/C-C bonds. The advantage of this reaction includes high stereo selectivity, excellent yields, as well as simple and mild reaction conditions. A total of 26 examples are presented along with some control experiments.