反应 #155360

ord-36d795d1da95405ea6c75daa91c54980

反应方程式

Cc1cc(NCCCN(C)CCCNc2ccc([N+](=O)[O-])c(C)c2)ccc1[N+](=O)[O-]
N1-Methyl-N3-(3-methyl-4-nitrophenyl)-N1-{3-[(3-methyl-4-nitrophenyl)amino]propyl}-1,3-propanediamine
C=CCOS(=O)(=O)c1ccc(C)cc1
allyl p-toluene sulfonate
Cc1ccccc1
toluene
C=CC[N+](C)(CCCNc1ccc([N+](=O)[O-])c(C)c1)CCCNc1ccc([N+](=O)[O-])c(C)c1.Cc1ccc(S(=O)(=O)[O-])cc1
product
C=CC[N+](C)(CCCNc1ccc([N+](=O)[O-])c(C)c1)CCCNc1ccc([N+](=O)[O-])c(C)c1.Cc1ccc(S(=O)(=O)[O-])cc1
N-allyl-N-methyl-3-[(3-methyl-4-nitrophenyl)amino]-N-{3-[(3-methyl-4-nitrophenyl)amino]propyl}-1-propanaminium p-toluene sulfonate

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他separated out in the form of an oily substance
  2. 2
    其他This oil was separated from the supernatant liquid
  3. 3
    其他by decanting
  4. 4
    其他dried
  5. 5
    温度On further cooling the oil
  6. 6
    其他after drying could
  7. 7
    其他be crushed

实验过程

N1-Methyl-N3-(3-methyl-4-nitrophenyl)-N1-{3-[(3-methyl-4-nitrophenyl)amino]propyl}-1,3-propanediamine (60.2 g, 0.14 mol) from step 7.1 was heated under reflux with allyl p-toluene sulfonate (34.0 g, 0.16 mol) in 500 ml toluene for 6 hours. As the reaction progressed the product separated out in the form of an oily substance. This oil was separated from the supernatant liquid by decanting and dried. On further cooling the oil initially solidified to a glassy material and after drying could be crushed to afford the product as a brown powder. Yield: 66.0 g (72.5%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08821592B1uspto-grants-2014_09