C-(2,4-dichlorobenzoyl)-N-phenylnitrone | 141356-92-5

• 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: C-(2,4-dichlorobenzoyl)-N-phenylnitrone
• 英文别名: 2-(2,4-dichlorophenyl)-2-oxo-N-phenylethanimine oxide
• CAS: 141356-92-5；150884-40-5
• 化学式: C₁₄H₉Cl₂NO₂
• 分子量: 294.137
• InChiKey: DYIGGCOSOWRTAV-MFOYZWKCSA-N

物化性质

• 沸点：
  474.1±55.0 °C(Predicted)
• 密度：
  1.375±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.09
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  C-(2,4-dichlorobenzoyl)-N-phenylnitrone 、 苊烯 以 苯 为溶剂， 反应 0.17h， 以50%的产率得到8-phenyl-9-(2,4-dichlorobenzoyl)-9,9a-dihydro-6bH,8H-acenaptho<1,2-d>isoxazole
  参考文献：
  名称：

  Preparation of 2,4-Dichlorobenzoyl Substituted Isoxazolidines

  摘要：

  在我们的研究范围内，旨在利用杂环的1,3-偶极环加成反应以及杀虫剂项目，我们报道了C-(2,4-二氯苯甲酰)-N-苯基亚硝基甲烷与一些烯烃和部分饱和杂环的1,3-偶极环加成反应。

  DOI：

  10.1135/cccc19930588

文献信息

• Regio- and stereo-selective synthesis of carbohydrate isoxazolidines by 1,3-dipolar cycloaddition of nitrones to 5,6-di-deoxy-1,2- O -isopropylidene-α- d - xylo -hex-5-enofuranose
  作者：Usama A.R. Al-Timari、L̆ubor Fis̆era、Igor Goljer、Peter Ertl

  DOI：10.1016/0008-6215(92)84054-v

  日期：1992.3

  The synthesis of 2-phenyl-3-aryl and 2-phenyl-3-aroyl derivatives 5-(1,2-O-isopropylidene-alpha-D-xylo-tetrofuranos-4-yl)isoxazolidi ne (3) from nitrones and 5,6-dideoxy-1,2-O-isopropylidene-alpha-D-xylo-hex-5- enofuranose (1) is described. The 1,3-dipolar cycloaddition reactions given mainly anti adducts 3 and 4 (greater than or equal to 95% pi-facial stereoselectivity). The cycloadducts 3 with H-3

  由硝酮和苯甲基合成3-苯基-2-芳基和2-苯基-3-芳基衍生物5-（1,2-O-异亚丙基-α-D-二甲苯基-对呋喃基-4-基）异恶唑二烯（3）描述了5，6-二脱氧-1,2-O-异亚丙基-α-D-二甲苯基-己-5--5-呋喃呋喃糖。1,3-偶极环加成反应主要给出抗加合物3和4（大于或等于95％的pi-面立体选择性）。具有H-3,5顺式的环加合物3在反式非对映异构体4上排他地或优先形成。
• 1,3-Dipolar Cycloadditions of Aromatic Nitrile Oxides and Nitrones to 1,1'-(Methylenedi-4,1-phenylene)bismaleimide
  作者：Usama A. R. Al-Timari、Lubor Fišera、Naďa Prónayová

  DOI：10.1135/cccc19921982

  日期：——

  Within the scope of our research aimed at utilization of 1,3-dipolar cycloaddition reactions to heterocycles as well as to pesticide programme we report the 1,3-dipolar cycloaddition of nitrile oxides II, III and nitrones V to bis-maleiimide derivative I.

  在我们旨在利用1,3-二极环加成反应制备杂环化合物以及杀虫剂项目的研究范围内，我们报告了腈氧化物II、III和亚硝酮V与双马来酰亚胺衍生物I的1,3-二极环加成反应。
• 1,3-Diploar Cycloaddition of Nitrones and Nitrile Oxides to 5,5-Dimethyl-3-methylenepyrrolidine-2-thione
  作者：Lubor Fisera、Libuse Jaroskova、Iveta Matejkova、Heinz Heimgartner

  DOI：10.3987/com-94-s22

  日期：——

  A simple synthesis of title compound (3) and a number of different cycloadditions are described. C-Aroyl- and C,N-diphenyl-nitrones react regio- and stereoselectively to the C=C exocyclic double bond of 3, to give only spirocycloadduct (10). On the other hand, C-phenyl-N-methylnitrone gives a mixture of diastereomeric spirocycloadducts (10) and (11). Nitrile oxides undergo 1,3-dipolar cycloaddition both to the exocyclic C=C and C=S double bonds with subsequent cycloreversion and formation of spiro-lactams (6). The appropriate spiro-thiolactams (8) were synthetized by treatment of 6 with Lawesson's reagent.
• 1,3-Dipolar Cycloaddition of 3-Arylidenechromanone -1-thiochromanone and -flavanone: Regio- and Stereoselective Formation of Spiroheterocycles
  作者：L'ubor Fisera、Libuse Jarosková、Albert Lévai、Eva Jedlovská、Gábor Tóth、Monika Poláková

  DOI：10.3987/com-97-7860

  日期：——

  The cycloaddition of nitrile oxides, nitrones, and nitrile imines to 3-arylidenechromanone (1), -flavanone (5), -1-thiochromanone (2) and -1-tetralone (3) proceeds regio-and stereoselectively under the formation of spiro-substituted isoxazole and pyrazole derivatives.