Diethyl Sulfate → HCID 178467037, compound

HRID 442487Notes

Reaction equation

HRID 442487 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[C:7]([OH:9])[CH:6]=[C:5]([OH:10])[N:4]=1.S(OCC)(O[CH2:15][CH3:16])(=O)=O>[OH-].[Na+]>[CH3:1][O:2][C:3]1[N:8]=[C:7]([O:9][CH2:15][CH3:16])[CH:6]=[C:5]([OH:10])[N:4]=1

Participants

4

Reactant 2

HCID 6163Diethyl SulfateHCID 178494256HCID 178494256, compound

Product 1

HCID 178467037HCID 178467037, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent3×

Procedure

14.2 g (0.1 mol) of 2-methoxy-4,6-dihydroxy-pyrimidine are added while stirring to 50 cc of sodium hydroxide solution 2N and the mixture is stirred for half an hour with heating to 50°. 17.0 g (0.11 mol) of diethyl sulphate are subsequently added dropwise over the course of 20 minutes and with stirring; by adding sodium hydroxide solution 2N the pH value should, if possible, be kept at between 8 and 8.2. The mixture is then stirred at 50°, sodium hydroxide solution 2N is added from time to time until the pH remains constant (approximately 3 hours). The reaction mixture is subsequently cooled to 0°, the precipitate is suction filtered and washed with a small quantity of ethanol. After drying in a high vacuum at 80°, the substance has a M.P. of 192°-194°.

Workup

  1. temperaturewith heating to 50°
  2. stirringwith stirring
  3. stirringThe mixture is then stirred at 50°
  4. custom(approximately 3 hours)
  5. temperatureThe reaction mixture is subsequently cooled to 0°
  6. filtrationfiltered
  7. washwashed with a small quantity of ethanol
  8. customAfter drying in a high vacuum at 80°

Sources & evidence

ORD record
ord-1208a5365ea34f01887dcdd3f475f35e
Source dataset
uspto-grants-1977_08
Patent number
US04045561

Reaction notes

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