N-(o-tolyl)-4-hydroxy-3-methyl-2(1H)-quinolone | 129574-38-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N-(o-tolyl)-4-hydroxy-3-methyl-2(1H)-quinolone
• 英文别名: 4-Hydroxy-3-methyl-1-(2-methylphenyl)quinolin-2-one
• CAS: 129574-38-5
• 化学式: C₁₇H₁₅NO₂
• 分子量: 265.312
• InChiKey: DVOZXSOEOFFJBB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(o-tolyl)-4-hydroxy-3-methyl-2(1H)-quinolone 在 tetraphosphorus decasulfide 、 silver(l) oxide 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 N-(2'-methylphenyl)-1,2,3,4-tetrahydro-3,3-dimethyl-2,4-quinolinedithione
  参考文献：
  名称：

  Syntheses, separation of enantiomers and barriers to racemization of some sterically hindered N-aryl-1,2,3,4-tetrahydro-3,3-dimethyl-2,4-quinolinediones and their thio analogues

  摘要：

  The novel N-aryl-1,2,3,4-tetrahydro-3,3-dimethyl-2,4-quinolinediones 1, 4 and 8 were thiated with Lawesson reagent and P4S10 to yield the monothio derivatives 2 and 5 and the dithio compounds 3, 6 and 9. Their enantiomers were separated by liquid chromatography on triacetyl- or tribenzoylcellulose. Rotation barriers for 1-4 and 8 were determined by thermal racemization and discussed in terms of steric effects.

  DOI：

  10.1007/bf00811864
• 作为产物：
  描述：

  N-(2-甲基苯基)-N-苯基乙酰胺 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 N-(o-tolyl)-4-hydroxy-3-methyl-2(1H)-quinolone
  参考文献：
  名称：

  Mintas, Mhaden; Mihaljevic, Vesna; Koller, Helmut, Journal of the Chemical Society. Perkin transactions II, 1990, # 4, p. 619 - 624

  摘要：

  DOI：

文献信息

• MINTAS, MHADEN;MIHALJEVIC, VESNA;KOLLER, HELMUT;SCHUSTER, DORIS;MANNSCHRE+, J. CHEM. SOC. PERKIN TRANS. PT 2,(1990) N, C. 619-624
  作者：MINTAS, MHADEN、MIHALJEVIC, VESNA、KOLLER, HELMUT、SCHUSTER, DORIS、MANNSCHRE+

  DOI：——

  日期：——
• Srac-Arneri R., Mintas M., Pustet N., Mannschreck A., Monatsh. Chem, 125 (1994) N 4, S 457-468
  作者：Srac-Arneri R., Mintas M., Pustet N., Mannschreck A.

  DOI：——

  日期：——
• Mintas, Mhaden; Mihaljevic, Vesna; Koller, Helmut, Journal of the Chemical Society. Perkin transactions II, 1990, # 4, p. 619 - 624
  作者：Mintas, Mhaden、Mihaljevic, Vesna、Koller, Helmut、Schuster, Doris、Mannschreck, Albrecht

  DOI：——

  日期：——
• Syntheses, separation of enantiomers and barriers to racemization of some sterically hindered N-aryl-1,2,3,4-tetrahydro-3,3-dimethyl-2,4-quinolinediones and their thio analogues
  作者：R. Šarac-Arneri、M. Mintas、N. Pustet、A. Mannschreck

  DOI：10.1007/bf00811864

  日期：1994.4

  The novel N-aryl-1,2,3,4-tetrahydro-3,3-dimethyl-2,4-quinolinediones 1, 4 and 8 were thiated with Lawesson reagent and P4S10 to yield the monothio derivatives 2 and 5 and the dithio compounds 3, 6 and 9. Their enantiomers were separated by liquid chromatography on triacetyl- or tribenzoylcellulose. Rotation barriers for 1-4 and 8 were determined by thermal racemization and discussed in terms of steric effects.