3-(4-硝基苯基)-1,2-恶唑 | 4264-05-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-(4-硝基苯基)-1,2-恶唑
• 中文别名: 3-(4-硝基苯基)异恶唑
• 英文名称: 3-(4-nitrophenyl)isoxazole
• 英文别名: 3-(p-nitrophenyl)isoxazole；3-(4-nitro-phenyl)-isoxazole；3-(4-Nitro-phenyl)-isoxazol；3-p-Nitrophenylisoxazol (IIq；3(4-Nitrophenyl)-1,2-oxazol；3-(p-Nitrophenyl)-isoxazol；3-(4-nitrophenyl)-1,2-oxazole
• CAS: 4264-05-5
• 化学式: C₉H₆N₂O₃
• 分子量: 190.158
• InChiKey: XXAAKZGOIOIOQB-UHFFFAOYSA-N

物化性质

• 熔点：
  184 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  3-(4-硝基苯基)-1,2-恶唑 在 盐酸 、 tin(ll) chloride 作用下， 生成 4-(1,2-oxazol-3-yl)aniline hydrochloride
  参考文献：
  名称：

  Musante, Farmaco, Edizione Scientifica, 1951, vol. 6, p. 32,36

  摘要：

  DOI：
• 作为产物：
  描述：

  3-苯基异恶唑 生成 3-(4-硝基苯基)-1,2-恶唑
  参考文献：
  名称：

  Musante, Farmaco, Edizione Scientifica, 1951, vol. 6, p. 32,36

  摘要：

  DOI：

文献信息

• Polymer-Supported Vinyl Sulfone as an Efficient Reagent for the Synthesis of 3-Monosubstituted Isoxazoles
  作者：Guo-Jian Wu、Shou-Ri Sheng、Dan Li、Li-Fan Xu、Zhen-Zhong Huang

  DOI：10.1080/00397911.2012.762718

  日期：2013.11.17

  Abstract Polystyrene-supported vinyl sulfone reagent has been developed and used for solid-phase organic synthesis of 3-monosubstituted isoxazoles by 1,3-dipolar cycloaddition reaction with nitrile oxides and subsequent cleavage from the polymer support through an elimination reaction in the presence of potassium tert-butoxide. The advantages of this method include straightforward operation, good yield

  摘要 聚苯乙烯负载的乙烯基砜试剂已被开发并用于固相有机合成 3-单取代异恶唑，通过与腈氧化物的 1,3-偶极环加成反应，然后在钾存在下通过消除反应从聚合物载体上裂解。叔丁醇。该方法的优点是操作简单、收率好、粗品纯度高。图形概要
• Efficient and Regioselective One-Pot Synthesis of 3-Substituted and 3,5-Disubstituted Isoxazoles
  作者：Shibing Tang、Jinmei He、Yongquan Sun、Liuer He、Xuegong She

  DOI：10.1021/ol901626n

  日期：2009.9.3

  A series of 3-substituted and 3,5-disubstituted isoxazoles have been efficiently synthesized in moderate to excellent yields by the reaction of N-hydroxyl-4-toluenesulfonamide with α,β-unsaturated aldehydes/ketones. This novel strategy is associated with readily available starting materials, mild conditions, high regioselectivity, and wide scope.

  通过N-羟基-4-甲苯磺酰胺与α，β-不饱和醛/酮的反应，已经以中等至优异的产率有效地合成了一系列3-取代的和3，5-二取代的异恶唑。这种新颖的策略与容易获得的起始原料，温和的条件，较高的区域选择性和广泛的范围有关。
• Synthesis of 3-aryl-4, 5-dihydro-5-hydroxy-1,2-oxazoles by reaction of substituted benzonitrile oxides with the enolate ion of acetaldehyde
  作者：L. Di Nunno、L. Di Nunno、A. Scilimati

  DOI：10.1016/s0040-4020(01)86800-9

  日期：1987.1

  By reaction of substituted benzonitrile oxides with the enolate ion of acetaldehyde (quantitatively generated by the known cycloreversion of THF in the presence of n-butyllithium) a number of 3-aryl-4,5-dihydro-5-hydroxy-1, 2-oxazoles (previously unknown or, in two cases, only synthesized by different procedures) have been isolated in high yields. Treatment of such hydroxyisoxazolines with some common

  通过使取代的苄腈氧化物与乙醛的烯醇盐离子反应（由正丁基锂存在下已知的THF环还原定量地产生），可以生成许多3-芳基-4,5-二氢-5-羟基-1，2-高产率地分离了恶唑（以前未知，或者在两种情况下，仅通过不同的方法合成）。用一些常见的碱处理此类羟基异恶唑啉可使其以高收率转化成相应的异恶唑。
• One-Pot Synthesis of 3-Substituted Isoxazoles from Phenyl Vinylic Selenide
  作者：Shou-Ri Sheng、Xiao-Ling Liu、Qu Xu、Cai-Sheng Song

  DOI：10.1055/s-2003-44354

  日期：——

  Phenyl vinylic selenide was adopted for 1,3-Bipolar cycloaddition to nitrile oxides and subsequent oxidation-elimination furnished 3-substituted isoxazoles with good yields in a one-pot, two-step transformation.

  采用苯基乙烯基硒化物对腈氧化物进行 1,3-双极环加成反应，随后氧化消除提供 3-取代的异恶唑，在一锅两步转化中具有良好的收率。
• [EN] NEW PROCESS FOR THE PREPARATION OF AMENAMEVIR<br/>[FR] NOUVEAU PROCÉDÉ DE PRÉPARATION D'AMÉNAMÉVIR
  申请人：UNIV GRONINGEN

  公开号：WO2020038812A1

  公开（公告）日：2020-02-27

  The present invention relates to an improved process for the preparation of Amenamevir and derivatives thereof via a four component Ugi reaction.

  本发明涉及通过四组分Ugi反应改进的制备Amenamevir及其衍生物的方法。