5-Methyl-5-phenyl-4,5-dihydroisoxazole | 87243-56-9

• 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: 5-Methyl-5-phenyl-4,5-dihydroisoxazole
• 英文别名: 5-methyl-5-phenylisoxazoline；5-methyl-5-phenyl-4H-1,2-oxazole
• CAS: 87243-56-9
• 化学式: C₁₀H₁₁NO
• 分子量: 161.203
• InChiKey: MBEOKSSVVSHIAN-UHFFFAOYSA-N

物化性质

• 沸点：
  113-115 °C(Press: 4 Torr)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (1-methylcyclopropyl)benzene 在 nitrosonium ethyl sulfate 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以94%的产率得到5-Methyl-5-phenyl-4,5-dihydroisoxazole
  参考文献：
  名称：

  芳基环丙烷与硫酸氮氮唑鎓或四氟硼酸氮氮鎓反应的特性研究

  摘要：

  摘要在三氧化硫和三氧化硫二恶烷络合物存在下，二芳基，芳基和烷基芳基环丙烷与亚硝酸乙酯的反应，以及1-烷基-2-芳基环丙烷与NOBF 4的反应被研究了。已发现，亚硝基阳离子的侵蚀伴随着苄基碳阳离子的形成导致异恶唑啉的形成。将大量的烷基取代基引入环丙烷环中会改变亚硝化的区域选择性，有利于亲电粒子在苄基位置上的进攻，并导致形成烷基碳阳离子的竞争性形成。取决于烷基取代基的结构，形成了伴随骨架重排的分子内杂环化产物和在外部亲核试剂参与下形成的产物。

  DOI：

  10.1134/s107042802005005x

文献信息

• Nitrosonium hexachlorostannate: synthesis, crystal structure, and nitrosating activity in the reactions with arylcyclopropanes
  作者：I. V. Morozov、O. B. Bondarenko、E. V. Karpova、A. S. Pryadchenko、Yu. M. Korenev、S. I. Troyanov、N. V. Zyk

  DOI：10.1007/s11172-010-0334-6

  日期：2010.10

  data, the structure of (NO)2[SnCl6] consists of cations NO+ and octahedral anions [SnCl6]2− arranged as ions in antifluorite. Isoxazolines were synthesized by the reactions of (NO)2[SnCl6] with arylcyclopropanes containing donor substituents in the aromatic ring.

  六氯锡酸亚硝 (NO)2[SnCl6] 是由 NOCl 和 SnCl4 在 CH2Cl2 中反应合成的。根据单晶X射线衍射分析数据，(NO)2[SnCl6]的结构由阳离子NO+和八面体阴离子[SnCl6]2-在抗萤石中排列为离子组成。异恶唑啉是通过 (NO)2[SnCl6] 与芳环中含有供体取代基的芳基环丙烷反应合成的。
• NOVEL METHOD FOR PRODUCING 5, 5-DISUBSTITUTED-4, 5-DIHYDROISOXAZOLE
  申请人：KUMIAI CHEMICAL INDUSTRY CO., LTD.

  公开号：US20210047280A1

  公开（公告）日：2021-02-18

  The present invention addresses the problem of providing an industrially preferable, economical, and environmentally friendly method for producing the 4,5-dihydroisoxazole represented by a formula (3). The present invention enables the compound of a formula (3) to be produced by reacting the compound of a formula (2) according to the reaction represented by a reaction formula in the presence of an acid catalyst.

  本发明解决了提供一种工业上更可取、经济实惠且环保的生产4,5-二氢异噁唑的方法的问题，该4,5-二氢异噁唑由式（3）表示。本发明使得按照反应方程式中所表示的反应，在酸催化剂存在下，使得式（2）化合物发生反应从而生产式（3）化合物成为可能。
• Method for producing thiocarboxamidine salt compound
  申请人：KUMIAI CHEMICAL INDUSTRY CO., LTD.

  公开号：US10844024B1

  公开（公告）日：2020-11-24

  The present disclosure provides an industrially preferable, economical, and environmentally friendly method for producing a compound [C1] of formula (5), namely, a (4,5-dihydroisoxazol-3-yl)thiocarboxamidine salt compound. The present disclosure relates to a method wherein: a reaction expressed by reaction formula [C2] is caused so as to produce a compound of formula (4) by reacting a compound of formula (3) with a halogenation agent in the presence of a nitrile solvent, and the compound of formula (4) is subsequently reacted with an isothiouronium-forming agent, thereby producing a compound of formula (5).

  本公开提供了一种在工业上更为优选、经济、环保的制备化合物[C1]的方法，即(4,5-二氢异噁唑-3-基)硫代氨基甲酸盐化合物的方法。本公开涉及一种方法，其中：在腈溶剂存在下，通过反应式[C2]所表达的反应，将式(3)的化合物与卤化试剂反应，制备出式(4)的化合物，随后将式(4)的化合物与异硫脲形成试剂反应，从而制备出式(5)的化合物。
• NOVEL METHOD FOR PRODUCING 5,5-DISUBSTITUTED-4,5-DIHYDROISOXAZOLE
  申请人：Kumiai Chemical Industry Co., Ltd.

  公开号：EP3725782A1

  公开（公告）日：2020-10-21

  The present invention addresses the problem of providing an industrially preferable, economical, and environmentally friendly method for producing the 4,5-dihydroisoxazole represented by a formula (3). The present invention enables the compound of a formula (3) to be produced by reacting the compound of a formula (2) according to the reaction represented by a reaction formula in the presence of an acid catalyst.

  本发明所要解决的问题是提供一种工业上可取的、经济的和环保的方法来生产式（3）所代表的 4,5-二氢异噁唑。 本发明通过在酸催化剂存在下，根据反应式所代表的反应，使式（2）化合物发生反应，从而制得式（3）化合物。
• METHOD FOR PRODUCING THIOCARBOXAMIDINE SALT COMPOUND
  申请人：Kumiai Chemical Industry Co., Ltd.

  公开号：EP3733652A1

  公开（公告）日：2020-11-04

  The present disclosure provides an industrially preferable, economical, and environmentally friendly method for producing a compound [C1] of formula (5), namely, a (4,5-dihydroisoxazol-3-yl)thiocarboxamidine salt compound. The present disclosure relates to a method wherein: a reaction expressed by reaction formula [C2] is caused so as to produce a compound of formula (4) by reacting a compound of formula (3) with a halogenation agent in the presence of a nitrile solvent, and the compound of formula (4) is subsequently reacted with an isothiouronium-forming agent, thereby producing a compound of formula (5).

  本公开提供了一种生产式(5)化合物[C1]，即(4,5-二氢异噁唑-3-基)硫代甲脒盐化合物的工业上优选的、经济的和环保的方法。 本公开涉及一种方法，其中：通过在腈溶剂存在下使式（3）化合物与卤化剂反应，引起由反应式[C2]表示的反应，从而生成式（4）化合物，随后使式（4）化合物与异硫脲形成剂反应，从而生成式（5）化合物。