Potassium Carbonate → [1-(1,3-Dibutylxanthin-7-yl)methyl]dimethylphosphine Oxide

HRID 2050

Reaction equation

HRID 2050 reaction equation
[CH2:1]([N:5]1[C:14](=[O:15])[C:13]2[NH:12][CH:11]=[N:10][C:9]=2[N:8]([CH2:16][CH2:17][CH2:18][CH3:19])[C:6]1=[O:7])[CH2:2][CH2:3][CH3:4].Cl[CH2:21][P:22](=[O:25])([CH3:24])[CH3:23].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:1]([N:5]1[C:14](=[O:15])[C:13]2[N:12]([CH2:21][P:22](=[O:25])([CH3:24])[CH3:23])[CH:11]=[N:10][C:9]=2[N:8]([CH2:16][CH2:17][CH2:18][CH3:19])[C:6]1=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 74224Phosphine oxide, (chloromethyl)dimethyl-HCID 1014211,3-Dibutylxanthine

Product 1

HCID 19689263[1-(1,3-Dibutylxanthin-7-yl)methyl]dimethylphosphine Oxide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5 g (0.01 9 mol) of 1,3-dibutylxanthine were stirred at 80° C. for 6 hours with 2.88 g (0.0228 mol) of chloromethyldimethylphosphine oxide and 3.2 g (0.0228 mol) of potassium carbonate in 80 ml of DMF. The solution was cooled to room temperature and filtered, and the filtrate was concentrated under reduced pressure. The residue which remained was crystallized in petroleum ether/ethyl acetate.

Workup

  1. filtrationfiltered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue which remained was crystallized in petroleum ether/ethyl acetate

Sources & evidence

ORD record
ord-20ece88fc4e64225b2c8a9f117afb490
Source dataset
uspto-grants-1998_03
Patent number
US05728686

Linked notes

Loading…