Reaction #1106665

ord-98b4b17fa882481e9b2d696cfe3eed5d

Reaction equation

O=C1c2cccc(Cl)c2C(=O)c2c(Cl)cccc21
1,8-dichloroanthraquinone
CN(C)CCN
N,N-dimethylethylenediamine
CN(C)CCNc1cccc2c1C(=O)c1c(NCCN(C)C)cccc1C2=O
Compound 6
CN(C)CCNc1cccc2c1C(=O)c1c(NCCN(C)C)cccc1C2=O
1,8-bis(2-(dimethylamino)ethylamino)anthracene-9,10-dione

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperaturewas refluxed for 18 h
  2. 2
    Otherto precipitate the title compound which
  3. 3
    Otherwas recrystallised from methanol

Procedure

A mixture of 1,8-dichloroanthraquinone (5.5 g, 20 mmol) and N,N-dimethylethylenediamine (40 mL) was refluxed for 18 h. The mixture was cooled to room temperature and diluted with water to precipitate the title compound which was recrystallised from methanol to afford Compound 6 (4.5 g). The structure of Compound 6 is given below:

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08715944B2uspto-grants-2014_05