N-(2'-chlorophenyl)-1,2,3,4-tetrahydro-3,3-dimethyl-2,4-quinolinedione | 156272-15-0

• 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-(2'-chlorophenyl)-1,2,3,4-tetrahydro-3,3-dimethyl-2,4-quinolinedione
• 英文别名: 1-(2-Chlorophenyl)-3,3-dimethylquinoline-2,4-dione
• CAS: 156272-15-0
• 化学式: C₁₇H₁₄ClNO₂
• 分子量: 299.757
• InChiKey: CQIZIGRFDGBUIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2'-chlorophenyl)-1,2,3,4-tetrahydro-3,3-dimethyl-2,4-quinolinedione 在 tetraphosphorus decasulfide 作用下， 以 甲苯 为溶剂， 以27%的产率得到N-(2'-chlorophenyl)-3,3-dimethyl-1,2,3,4-tetrahydro-2,4-quinoline-dithione
  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-chlorophenyl)-4-hydroxy-3-methyl-2(1H)-quinolone 、 碘甲烷 在 silver(l) oxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以46%的产率得到N-(2'-chlorophenyl)-1,2,3,4-tetrahydro-3,3-dimethyl-2,4-quinolinedione
  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

文献信息

• 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：——
• 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.