Reacción #1106664

ord-af840a28753544d781d0d4fc19ef5f8d

Ecuación de reacción

O=C1c2c(O)ccc(O)c2C(=O)c2c(F)c(F)c(F)c(F)c21
1,2,3,4-tetrafluoro-5,8-dihydroxyanthraquinone
CN(C)CCN
N,N-dimethylethylenediamine
CN(C)CCNc1c(F)c(F)c(NCCN(C)C)c2c1C(=O)c1c(O)ccc(O)c1C2=O
Compound 1
CN(C)CCNc1c(F)c(F)c(NCCN(C)C)c2c1C(=O)c1c(O)ccc(O)c1C2=O
1,4-bis(2-(dimethylamino)ethylamino)-2,3-difluoro-5,8-dihydroxyanthracene-9,10-dione

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroAfter evaporation of the solvents
  2. 2
    Otrothe residue was purified by silica gel chromatography

Procedimiento

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:

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08715944B2uspto-grants-2014_05