5-amino-4-chloro-2,6,8-trimethylquinoline | 202979-37-1

• 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: 5-amino-4-chloro-2,6,8-trimethylquinoline
• 英文别名: 4-Chloro-2,6,8-trimethylquinolin-5-amine
• CAS: 202979-37-1
• 化学式: C₁₂H₁₃ClN₂
• mdl: MFCD03308531
• 分子量: 220.702
• InChiKey: STCWWNYDRGHXFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  38.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,5-二叔丁基邻苯醌 、 5-amino-4-chloro-2,6,8-trimethylquinoline 在 3,5-二叔丁基邻苯二酚 作用下， 以 溶剂黄146 为溶剂， 反应 2.0h， 以59%的产率得到9,11-di-tert-butyl-2,4,6-trimethyl-7H-quinolino[4,5-bc][1,5]benzoxazepine
  参考文献：
  名称：

  3,5-Di-tert-butyl-1,2-benzoquinone in the synthesis of quinolino[4,5-bc][1,5]benzoxazepines, aminophenols, and phenoxazines

  摘要：

  Reaction of 3,5-di-tert-butyl-1,2-benzoquinone with 5-amino-4-chloroquinolines gave derivatives of a new fused heterocyclic system, substituted quinolino[4,5-bc][1,5]benzoxazepines. The molecular structure of 9,11-di-tert-butyl-2,4,6-trimethyl-7H-quinolino[4,5-bc][1,5]benzoxazepine was determined by X-ray analysis. 3,5-Di-tert-butyl-1,2-benzoquinone reacted with o-nitro-, o-acyl-, and o-methoxycarbonylanilines and some amino-substituted nitrogen-containing heterocycles to form the corresponding sterically hindered N-aryl-(hetaryl)-o-aminophenols. Di-tert-butyl-substituted phenoxazines were obtained as a result of thermal cyclization of intermediately formed quinone imines.

  DOI：

  10.1134/s1070428009030178
• 作为产物：
  描述：

  4-氯-2,6,8-三甲基-5-硝基喹啉 在 铁粉 、 溶剂黄146 作用下， 以 邻二甲苯 、 水 为溶剂， 反应 6.0h， 以80%的产率得到5-amino-4-chloro-2,6,8-trimethylquinoline
  参考文献：
  名称：

  Synthesis, structures, and properties of spiro[6-azaperimidine-2,4′-cyclohexa-2′,5′-dien]-1′-one derivatives

  摘要：

  The reaction of 5-amino-4-chloroquinolines with 4-amino-2,6-di-tert-butylphenol yielded derivatives of spiro[6-azaperimidine-2,4'-cyclohexa-2',5'-dien]-1'-one, which exhibit photo-and thermochromic properties in solutions. The structure of 2',6'-di-tert-butyl-5,7,9-trimethylspiro[6-aza-2,3-dihydroperimidine-2,4'-cyclohexa-2',5'-dien]-1'-one was established by X-ray diffraction study. The ring-chain isomerization of 2',6'-di-tert-butyl-5,7-dimethyl- and 2',6'-di-tert-butyl-5,7,8-trimethylspiro[6-aza-2,3-dihydroperimidine-2,4'- cyclohexa-2',5 -dien]-1'-ones was studied by dynamic NMR spectroscopy.

  DOI：

  10.1007/bf02503788

文献信息

• 3,5-Di-tert-butyl-1,2-benzoquinone in the synthesis of quinolino[4,5-bc][1,5]benzoxazepines, aminophenols, and phenoxazines
  作者：Zyong Ngia Bang、V. N. Komissarov、Yu. A. Sayapin、V. V. Tkachev、G. V. Shilov、S. M. Aldoshin、V. I. Minkin

  DOI：10.1134/s1070428009030178

  日期：2009.3

  Reaction of 3,5-di-tert-butyl-1,2-benzoquinone with 5-amino-4-chloroquinolines gave derivatives of a new fused heterocyclic system, substituted quinolino[4,5-bc][1,5]benzoxazepines. The molecular structure of 9,11-di-tert-butyl-2,4,6-trimethyl-7H-quinolino[4,5-bc][1,5]benzoxazepine was determined by X-ray analysis. 3,5-Di-tert-butyl-1,2-benzoquinone reacted with o-nitro-, o-acyl-, and o-methoxycarbonylanilines and some amino-substituted nitrogen-containing heterocycles to form the corresponding sterically hindered N-aryl-(hetaryl)-o-aminophenols. Di-tert-butyl-substituted phenoxazines were obtained as a result of thermal cyclization of intermediately formed quinone imines.
• Synthesis, structures, and properties of spiro[6-azaperimidine-2,4′-cyclohexa-2′,5′-dien]-1′-one derivatives
  作者：V. N. Komissarov、E. N. Gruzdeva、L. P. Olekhnovich、G. S. Borodkin、V. N. Khrustalev、S. V. Lindeman、Yu. T. Struchkov、V. A. Kogan、V. I. Minkin

  DOI：10.1007/bf02503788

  日期：1997.11

  The reaction of 5-amino-4-chloroquinolines with 4-amino-2,6-di-tert-butylphenol yielded derivatives of spiro[6-azaperimidine-2,4'-cyclohexa-2',5'-dien]-1'-one, which exhibit photo-and thermochromic properties in solutions. The structure of 2',6'-di-tert-butyl-5,7,9-trimethylspiro[6-aza-2,3-dihydroperimidine-2,4'-cyclohexa-2',5'-dien]-1'-one was established by X-ray diffraction study. The ring-chain isomerization of 2',6'-di-tert-butyl-5,7-dimethyl- and 2',6'-di-tert-butyl-5,7,8-trimethylspiro[6-aza-2,3-dihydroperimidine-2,4'- cyclohexa-2',5 -dien]-1'-ones was studied by dynamic NMR spectroscopy.