Diethyl Sulfate → HCID 178467037, compound

HRID 1579247Notes

Reaction equation

HRID 1579247 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-dihydroxypyrimidine are added while stirring to 50 cc of 2N 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 2N sodium hydroxide solution the pH value should, if possible, be kept at between 8 and 8.2. The mixture is then stirred at 50°, 2N sodium hydroxide solution is added from time to time until the pH remains constant (after 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(after 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-1686a36b50bb4628a85cb2b50e265417
Source dataset
uspto-grants-1976_01
Patent number
US03931180

Reaction notes

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