Reaction #1106664

Reaction equation

1,2,3,4-tetrafluoro-5,8-dihydroxyanthraquinone

N,N-dimethylethylenediamine

→

Compound 1

1,4-bis(2-(dimethylamino)ethylamino)-2,3-difluoro-5,8-dihydroxyanthracene-9,10-dione

Solvents

CH2Cl2

Conditions

Workup

1. 1
   OtherAfter evaporation of the solvents
2. 2
   Otherthe residue was purified by silica gel chromatography

Procedure

A mixture of 1,2,3,4-tetrafluoro-5,8-dihydroxyanthraquinone (1.0 g, 3.2 mmol) and N,N-dimethylethylenediamine (3 mL) in CH2Cl2 (30 mL) was stirred at room temperature for 12 hours. After evaporation of the solvents, the residue was purified by silica gel chromatography using isocratic solvent system of EtOAc/MeOH/Et3N (10:10:1) yielding 830 mgs of Compound 1 as dark blue product. Abs (max, PBS pH 7.4)=568 nm; Em=675 nm. The structure of Compound 1 is given below:

Source