Dimethylformamide → [1-(3,7-Dimethylxanthin-1-yl)methyl]dimethylphosphine Oxide

HRID 2043

Reaction equation

HRID 2043 reaction equation
[Na].[N:2]1([C:13](=[O:14])[C:12]2[NH:11][CH:10]=[N:9][C:8]=2[N:6]([CH3:7])[C:4]1=[O:5])[CH3:3].Cl[CH2:16][P:17](=[O:20])(C)[CH3:18].[CH3:21]N(C=O)C>>[CH3:7][N:6]1[C:8]2[N:9]=[CH:10][N:11]([CH3:21])[C:12]=2[C:13](=[O:14])[N:2]([CH2:3][P:17](=[O:20])([CH3:18])[CH3:16])[C:4]1=[O:5]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 74224Phosphine oxide, (chloromethyl)dimethyl-HCID 669736033,7-Dihydro-1,3-dimethyl-1H-purine-2,6-dione, sodium salt

Product 1

HCID 19689229[1-(3,7-Dimethylxanthin-1-yl)methyl]dimethylphosphine Oxide

Procedure

A solution of 20.2 g (0.1 mol) of theophylline sodium salt in 400 ml of DMF was heated at 130° C. for 3 hours with 12.7 g of chloromethyldimethyl-phosphine oxide. The solution was filtered, the solvent was evaporated and the residue was taken up in methanol. The precipitate was filtered off and dried to constant weight under reduced pressure.

Workup

  1. filtrationThe solution was filtered
  2. customthe solvent was evaporated
  3. filtrationThe precipitate was filtered off
  4. customdried to constant weight under reduced pressure

Sources & evidence

ORD record
ord-3604df54e33345c3b923bde3a99dbbb6
Source dataset
uspto-grants-1998_03
Patent number
US05728686

Linked notes

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