4,6-dinitrobenzo[d]isoxazole-3-carbaldehyde O-methyloxime | 369389-94-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶二唑类
• 英文名称: 4,6-dinitrobenzo[d]isoxazole-3-carbaldehyde O-methyloxime
• 英文别名: 4,6-dinitrobenzo[d]isoxazole-3-carbaldehyde O-methyl-oxime；1-(4,6-dinitro-1,2-benzoxazol-3-yl)-N-methoxymethanimine
• CAS: 369389-94-6
• 化学式: C₉H₆N₄O₆
• 分子量: 266.17
• InChiKey: GGWGLDSWJYLEDA-UHFFFAOYSA-N

物化性质

• 沸点：
  457.1±55.0 °C(Predicted)
• 密度：
  1.74±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  139
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4,6-dinitrobenzo[d]isoxazole-3-carbaldehyde O-methyloxime 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以94%的产率得到4-azido-6-nitrobenzo[d]isoxazole-3-carbaldehyde O-methyloxime
  参考文献：
  名称：

  摘要：

  A new procedure was developed for the preparation of 4,6-dinitro-3-R-benzo[d]isoxazoles (R are derivatives of the aldehyde group) based on 2,4,6-trinitrophenylacetaldehyde. The resulting compounds are characterized by the regiospecific substitution of the nitro group at position 4 under the action of anionic nucleophiles RS-, RO-, F-, or N-3(-), Which allowed the development of a new method for the preparation of previously unknown 4-Nu-6-nitro-3-R-benzo[d]isoxazoles (Nu is the residue of a nucleophile). At the same time, oxidative nucleophilic substitution under the action of anions of some beta -dicarbonyl compounds leads to the replacement of the hydrogen atom at position 7 with the corresponding C-nucleophiles.

  DOI：

  10.1023/a:1011313324497
• 作为产物：
  描述：

  2-oximino-2,4,6-trinitrophenylacetaldehyde 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 27.0h， 生成 4,6-dinitrobenzo[d]isoxazole-3-carbaldehyde O-methyloxime
  参考文献：
  名称：

  摘要：

  A new procedure was developed for the preparation of 4,6-dinitro-3-R-benzo[d]isoxazoles (R are derivatives of the aldehyde group) based on 2,4,6-trinitrophenylacetaldehyde. The resulting compounds are characterized by the regiospecific substitution of the nitro group at position 4 under the action of anionic nucleophiles RS-, RO-, F-, or N-3(-), Which allowed the development of a new method for the preparation of previously unknown 4-Nu-6-nitro-3-R-benzo[d]isoxazoles (Nu is the residue of a nucleophile). At the same time, oxidative nucleophilic substitution under the action of anions of some beta -dicarbonyl compounds leads to the replacement of the hydrogen atom at position 7 with the corresponding C-nucleophiles.

  DOI：

  10.1023/a:1011313324497

文献信息

• An Efficient One-Step Method for the Conversion of β-(Dimethylamino)sty­renes into Arylacetonitriles
  作者：Alexey M. Starosotnikov、Alexander V. Lobach、Svyatoslav A. Shevelev

  DOI：10.1055/s-2005-918405

  日期：——

  A new simple and efficient one-step method for the preparation of arylacetonitriles by reaction of β-(dimethylamino)styrenes with hydroxylamine hydrochloride in formic acid solution is described.

  介绍了一种简便高效的一步法，通过β-(二甲氨基)苯乙烯与盐酸羟胺在甲酸溶液中的反应来制备苯乙腈。