反应 #452467

ord-8d6f890a37c14fd4a642ba4963973dd0

反应方程式

NCCCN
propane-1,3-diamine
C1CCOC1
tetrahydrofuran
c1ccncc1
pyridine
NCCCNc1ccc2ccccc2n1
N-(quinolin-2-yl)propane-1,3-diamine
收率 82.0%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.ADDITIONwas added
  2. 2
    温度The reaction mixture was heated
  3. 3
    温度at reflux temperature for 18 h
  4. 4
    其他To the cooled reaction mixture
  5. 5
    过滤the precipitate was filtered off
  6. 6
    洗涤washed with tetrahydrofuran (2×50 ml)
  7. 7
    其他The solvent was evaporated in vacuo
  8. 8
    workup.DISTILLATIONthe residue purified by distillation at 154° C.

实验过程

To a solution of propane-1,3-diamine (65.1 ml, 0.764 mol) in dry pyridine (25 ml) kept under an atmosphere of nitrogen 2-chloro-quinoline (25 g, 0.153 mol) was added. The reaction mixture was heated at reflux temperature for 18 h. To the cooled reaction mixture was added tetrahydrofuran (100 ml) and the precipitate was filtered off and washed with tetrahydrofuran (2×50 ml). The solvent was evaporated in vacuo and the residue purified by distillation at 154° C. and 2.5×10-2 mbar affording 25.34 g (82%) of N-(quinolin-2-yl)propane-1,3-diamine as a crystallising oil.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US06127343uspto-grants-2000_10