5-methyl-3-phenyl-1,3-oxazolidine-2,4-dione | 1012-87-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 5-methyl-3-phenyl-1,3-oxazolidine-2,4-dione
• 英文别名: 5-Methyl-3-phenyl-1,3-oxazolidin-2,4-dion；5-methyl-3-phenyl-2,4-oxazolidinedione；5-methyl-3-phenyl-oxazolidine-2,4-dione；5-Methyl-3-phenyl-oxazolidin-2,4-dion；5-Methyl-3-phenyl-1,3-dioxolan-2,4-dion；3-Phenyl-5-methyl-2,4-oxazolidindion；2,4-Oxazolidinedione, 5-methyl-3-phenyl-
• CAS: 1012-87-9
• 化学式: C₁₀H₉NO₃
• 分子量: 191.186
• InChiKey: ORIGTQOWPHVRQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  5-methyl-3-phenyl-1,3-oxazolidine-2,4-dione 、 三氟甲磺酸三甲基硅酯 在 三乙胺 作用下， 反应 18.0h， 以84%的产率得到5-Methyl-3-phenyl-4-(trimethylsiloxy)-4-oxazol-2(3H)-on
  参考文献：
  名称：

  Oesterle, Thomas; Simchen, Gerhard, Liebigs Annalen der Chemie, 1987, p. 687 - 692

  摘要：

  DOI：
• 作为产物：
  描述：

  2-羟基-N-苯基丙酰胺 生成 5-methyl-3-phenyl-1,3-oxazolidine-2,4-dione
  参考文献：
  名称：

  Lambling, Bulletin de la Societe Chimique de France, 1903, vol. <3>29, p. 128

  摘要：

  DOI：

文献信息

• Verfahren zur Herstellung von N-Aryloxazolidin-2,4-dionen
  申请人：BAYER AG

  公开号：EP0063299A1

  公开（公告）日：1982-10-27

  Die Erfindung betrifft ein Verfahren zur Herstellung von N-Aryloxazolidin-2,4-dionen der Formel (I), bei dem geeignete 2-Hydroxycarbonsäureester mit Harnstoffen und/oder Ureten und geeigneten primären aromatischen Aminen umgesetzt werden.

  本发明涉及一种制备式（I）的 N-芳基恶唑烷-2,4-二酮的工艺，其中合适的 2-羟基羧酸酯与脲和/或脲和合适的芳香族伯胺反应。
• Versatile synthesis of quaternary 1,3-oxazolidine-2,4-diones and their use in the preparation of α-hydroxyamides
  作者：Omar Merino、Blanca M. Santoyo、Luisa E. Montiel、Hugo A. Jiménez-Vázquez、L. Gerardo Zepeda、Joaquín Tamariz

  DOI：10.1016/j.tetlet.2010.05.034

  日期：2010.7

  A new approach to the synthesis of 1,3-oxazolidine-2,4-diones, via a two-step reaction sequence, starting from the readily available alpha-ketols and isocyanates, is reported. The condensation of the latter led to the key precursors 4-methylene-2-oxazolidinones, which are converted into the diones by an oxidative cleavage of the exocyclic double bond. Thus, 5,5-disubstituted 1,3-oxazolidine-2,4-diones can be accessed in good yields from the appropriate functionalized alpha-ketols. Moreover, two alternative routes are also described either by functionalization of 4-oxazolin-2-ones or by alkylation of the 1,3-oxazolidine-2,4-dione core previously prepared. Upon hydrolysis of the 1,3-oxazolidine-2,4-diones, a series of alpha-hydroxyamides bearing a quaternary stereocenter were obtained. (C) 2010 Elsevier Ltd. All rights reserved.
• Photochemistry of vinclozolin in water and methanol-water solution
  作者：Bernhard Schick、Pran N Moza、Klaus Hustert、Antonius Kettrup

  DOI：10.1002/(sici)1096-9063(199911)55:11<1116::aid-ps65>3.0.co;2-y

  日期：1999.11
• Silver(I) Ion-mediated Desulfurization-Cyclization of Isothiocyanates with Several Hydroxy Acids and N-Substituted Amino Acids
  作者：Isao Shibuya、Midori Goto、Masao Shimizu、Masaru Yanagisawa、Yuasuo Gama

  DOI：10.3987/com-99-8675

  日期：——

  The title reaction of 2-hydroxy-2-methylpropionic acid with phenyl isothiocyanate gave 5,5-dimethyl-3-phenyl-2,4-oxazolidinedione. The structure was determined by X-Ray crystal analysis, and the reaction pathway was estimated. The reactions of other 2-hydroxylacids with isothiocyanates also gave some 2,4-oxazolidinediones in good yields. 3-Hydroxybutyric acid, salicylic acid, 3-hydroxy-2-naphthoic acid, and 3-hydroxypyridine-2-carboxylic acid afforded the corresponding cyclic products through the desulfurization-cyclization with isothiocyanate, respectively. N-Substituted amino acids gave several imidazolidine-2,4-diones in the same way.
• Lambling, Bulletin de la Societe Chimique de France, 1898, vol. <3> 19, p. 777
  作者：Lambling

  DOI：——

  日期：——

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