2-[(3-methoxy-4-oxocyclohexa-2,5-dien-1-ylidene)methylamino]phenolate | 2780-47-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-[(3-methoxy-4-oxocyclohexa-2,5-dien-1-ylidene)methylamino]phenolate
• 英文别名: C-(p-hydroxy-m-methoxyphenyl)-N-phenyl nitrone；N-phenyl-vanillin isooxime；Vanillinoxim-N-phenylaether；N-Phenyl-vanillinisoxim；Vanillin-(N-phenyl-oxim)
• CAS: 2780-47-4
• 化学式: C₁₄H₁₃NO₃
• 分子量: 243.262
• InChiKey: ZFHHLFOGISCWQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.66
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  55.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-[(3-methoxy-4-oxocyclohexa-2,5-dien-1-ylidene)methylamino]phenolate 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以70%的产率得到N-(4-hydroxy-3-methoxybenzylidene)aniline
  参考文献：
  名称：

  Rai, Mangat; Kumar, Surinder; Singh, Baldev, Journal of the Indian Chemical Society, 1982, vol. 59, # 1, p. 80 - 81

  摘要：

  DOI：
• 作为产物：
  描述：

  香草醛 、 苯基羟胺 以 氯仿 为溶剂， 反应 4.0h， 以80%的产率得到2-[(3-methoxy-4-oxocyclohexa-2,5-dien-1-ylidene)methylamino]phenolate
  参考文献：
  名称：

  Rai, Mangat; Kumar, Surinder; Singh, Baldev, Journal of the Indian Chemical Society, 1982, vol. 59, # 1, p. 80 - 81

  摘要：

  DOI：

文献信息

• Synthesis of novel spiro-isoxazoline and spiro-isoxazolidine derivatives of tomentosin
  作者：Mohamed Zaki、Abdelouahd Oukhrib、Mohamed Akssira、Sabine Berteina-Raboin

  DOI：10.1039/c6ra25869g

  日期：——

  A series of novel enantiomerically pure spiro-isoxazolidines and spiro-isoxazolines were synthesized regioselectively by 1,3-dipolar cycloaddition using respectively two dipoles, nitrones and nitrile oxides, on the exocyclic double bond of the B ring of tomentosin (α-methylene-γ-butyrolactone), a sesquiterpene lactone extracted from Dittrichia viscosa.

  通过1,3-偶极环加成反应，分别在绒毛膜球蛋白B环（α-亚甲基-γ -丁内酯），一种从粘菌（Dittrichia viscosa）中提取的倍半萜烯内酯。
• Plancher; Piccinini, Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti, 1905, vol. <5> 14 II, p. 40
  作者：Plancher、Piccinini

  DOI：——

  日期：——
• Absorption Spectra of Azo- and Related Compounds. II.¹ Substituted Phenylnitrones
  作者：Owen H. Wheeler、Peter H. Gore

  DOI：10.1021/ja01595a028

  日期：1956.7
• DE96564
  申请人：——

  公开号：——

  公开（公告）日：——
• The stereoselective synthesis of highly functionalized tertiary 3-aminoindoles/anilines or dihydropyrroles from C-(3-indolyl)-N-aryl and C,N-diaryl nitrones
  作者：V.S. Velezheva、V.N. Azev、A.G. Kornienko、A.S. Peregudov、I.A. Godovikov、Yu. L. Sebyakin

  DOI：10.1016/j.tetlet.2010.10.045

  日期：2010.12

  We report on the novel properties of nitrones including their transformations via reactions with sodium malonates to give functionalized stereodefined derivatives of tertiary 3-aminoindoles or anilines, as well as fully-substituted dihydropyrroles. The outcome of the reactions is dependent mainly upon the nature of the starting C-nitrone substituent and solvent used. The formation of a new carbon nitrogen bond in the obtained amines occurs via a nucleophilic 1,2-aryl/3-indolyl shift from C to the adjacent nitrogen. (C) 2010 Elsevier Ltd. All rights reserved.