2-methyl-4,4-diphenyl-4H-3,1-benzoxazine | 52458-00-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 2-methyl-4,4-diphenyl-4H-3,1-benzoxazine
• 英文别名: 2-methyl-4,4-diphenyl-3,1-benzoxazine
• CAS: 52458-00-1
• 化学式: C₂₁H₁₇NO
• mdl: MFCD00541932
• 分子量: 299.372
• InChiKey: NIGGAKMUVOEAEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methyl-4,4-diphenyl-4H-3,1-benzoxazine 在 硝基苯 作用下， 生成 9-苯基吖啶
  参考文献：
  名称：

  Petjunin; Panferowa, Zhurnal Obshchei Khimii, 1956, vol. 26, p. 3191;engl.Ausg.S. 3555

  摘要：

  DOI：
• 作为产物：
  描述：

  (2-aminophenyl)diphenylmethanol 在 CH₃C₆H₄SO₃H 作用下， 以 乙醚 、 溶剂黄146 为溶剂， 生成 2-methyl-4,4-diphenyl-4H-3,1-benzoxazine
  参考文献：
  名称：

  4H-3,1-苯并恶嗪。2. 2,4-取代的1,2-二氢-4H-3,1-苯并恶嗪的合成

  摘要：

  DOI：

  10.1007/bf00475610

文献信息

• Unexpected Cyclization of Tritylamines Promoted by Copper Salt through CH and CN Bond Cleavages to Produce Acridine Derivatives
  作者：Ryosuke Morioka、Koji Hirano、Tetsuya Satoh、Masahiro Miura

  DOI：10.1002/chem.201404656

  日期：2014.9.26

  tritylamines undergo an unprecedented copper‐mediated cyclization involving the cleavages of two CH bonds and one CN bond to give 9‐arylacridine derivatives. This kind of acridines is of interest due to their biological properties and their unique optical and electro‐ and photochemical properties. Some of obtained acridine derivatives exhibit intense fluorescence in the solid state.

  在本文中，我们表明，tritylamines经历涉及的两个C劈裂前所未有的铜介导的环化 H键和一种C  N键，得到9- arylacridine衍生物。这种their啶因其生物学特性以及独特的光学，电化学和光化学特性而备受关注。某些获得的a啶衍生物在固态下表现出强烈的荧光。
• New Reactions of (2-Aminophenyl)diphenylmethanol with Carbonyl Compounds
  作者：E. V. Gromachevskaya、K. S. Pushkareva、A. V. Bespalov、V. D. Strelkov

  DOI：10.1134/s1070428018080171

  日期：2018.8

  Reactions of (2-aminophenyl)diphenylmethanol with ketones (dimedone, camphor, and 3-bromocamphor) in acetic acid result in the formation of arylimines of camphore and 3-bromocamphore, substituted tetrahydroacridin-1(2H)-one and 2-methyl-4,4-diphenylbenzoxazine.

  （2-氨基苯基）二苯基甲醇与酮（二甲酮，樟脑和3-溴樟脑）在乙酸中的反应导致形成樟脑和3-溴樟脑芳胺，取代的四氢ac啶-1（2 H）-一和2-甲基-4，4-二苯基苯并恶嗪。
• Elkaschef,A.-F.M. et al., Collection of Czechoslovak Chemical Communications, 1974, vol. 39, p. 287 - 292
  作者：Elkaschef,A.-F.M. et al.

  DOI：——

  日期：——
• Baeyer; Villiger, Chemische Berichte, 1904, vol. 37, p. 3202
  作者：Baeyer、Villiger

  DOI：——

  日期：——
• Synthesis of 4H-3,1-Benzoxazines by the Reaction of o-(N-Acylamino)benzyl Alcohols with DAST
  作者：Takehiko Nishio、Yukiko Kurokawa、Yoshiya Narasaki、Tatsuhiro Tokunaga

  DOI：10.3987/com-05-s(t)22

  日期：——

  The treatment of o-(N-acylamino)benzyl alcohols (1) with DAST afforded the dehydrative cyclization product, 4H-3,1-benzoxazines (4) and the hydroxy replacement product, o-(N-acylamino)benzyl fluorides (5). The yields of benzoxazines (4) and fluorides (5) depend on the substituents at alpha-position and acyl groups. The treatment of alpha,alpha-diaryl-o-(N-acylamino)benzyl alcohols (1a-c) with DAST yielded benzoxazines (4a-c) exclusively, while that of alpha-monosubstituted o-(N-acylamino)benzyl alcohols (Id-k) with DAST yielded benzoxazines (4d-k) and fluorides (5d-k). In the reaction of o-(N-acylamino)benzyl alcohol (11) with DAST, the formation of fluoride (51) became predominant and that of benzoxazine (41) was suppressed almost completely.