Hydrochloric Acid → 2-(methoxymethoxymethyl)-1,8-dihydropteridine-4,7-dione

HRID 326872Notes

Reaction equation

HRID 326872 reaction equation
N[C:2]1[C:11]2[C:6](=[N:7][C:8]([OH:12])=[CH:9][N:10]=2)[N:5]=[C:4]([CH2:13][O:14][CH2:15][O:16][CH3:17])[N:3]=1.[OH-:18].[K+].Cl>O>[OH:12][C:8]1[N:7]=[C:6]2[C:11]([C:2](=[O:18])[NH:3][C:4]([CH2:13][O:14][CH2:15][O:16][CH3:17])=[N:5]2)=[N:10][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 178499629HCID 178499629, compound

Product 1

HCID 1784996222-(methoxymethoxymethyl)-1,8-dihydropteridine-4,7-dione

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.1 g (0.00464 mole) of 4-amino-7-hydroxy-2-(methoxymethoxymethyl)pteridine is added to a solution of 1.5 g (0.0267 mole) of potassium hydroxide in 20 ml of water. The mixture is refluxed for 8 hours. After cooling, the reaction mixture is acidified with 10% hydrochloric acid to pH 5.5. The precipitate formed is isolated by filtration and washed with water. It is extracted with a mixture of 50 ml of ethanol and 60 ml of N,N-dimethylformamide under reflux. This extract, concentrated under reduced pressure, is recrystallized from a mixture of ethanol and N,N-dimethylformamide. Yld: 0.2 g (18%), m.p. 224°-226° C. (ethanol).

Workup

  1. temperatureThe mixture is refluxed for 8 hours
  2. temperatureAfter cooling
  3. customThe precipitate formed
  4. customis isolated by filtration
  5. washwashed with water
  6. extractionIt is extracted with a mixture of 50 ml of ethanol and 60 ml of N,N-dimethylformamide
  7. temperatureunder reflux
  8. concentrationThis extract, concentrated under reduced pressure
  9. customis recrystallized from a mixture of ethanol and N,N-dimethylformamide

Sources & evidence

ORD record
ord-f8fe38af6ed84826bd8d460826ec6e86
Source dataset
uspto-grants-1993_12
Patent number
US05270465

Reaction notes

Loading…