Dimethyl Sulfate → HCID 178493587, compound

HRID 1579250Notes

Reaction equation

HRID 1579250 reaction equation
[CH3:1][S:2][C:3]1[N:8]=[C:7]([OH:9])[CH:6]=[C:5]([OH:10])[N:4]=1.S(OC)(O[CH3:15])(=O)=O>[OH-].[Na+]>[CH3:1][S:2][C:3]1[N:8]=[C:7]([O:9][CH3:15])[CH:6]=[C:5]([OH:10])[N:4]=1

Participants

4

Reactant 2

HCID 6497Dimethyl SulfateHCID 178503559HCID 178503559, compound

Product 1

HCID 178493587HCID 178493587, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent2×

Procedure

15.8 g (0.2 mol) of 2-methylthio-4,6-dihydroxypyrimidine are added while stirring well, to 100 cc of 2N sodium hydroxide solution and the mixture is stirred at 50° for half an hour. The mixture is subsequently cooled to room temperature and 13.9 g (0.11 mol) of dimethyl sulphate are added dropwise, while stirring; by the addition of sodium hydroxide solution 2N the pH value is kept at between 8 and 8.2. After the dropwise addition a precipitate is obtained. The mixture is stirred at 50° for a further 21/2 hours, whereby the pH value is kept at between 8 and 8.3, then cooled to 0° and filtered. The obtained white powder has an M.P. of 193°-195°.

Workup

  1. stirringwhile stirring
  2. additionAfter the dropwise addition a precipitate
  3. customis obtained
  4. stirringThe mixture is stirred at 50° for a further 21/2 hours, whereby the pH value
  5. temperaturecooled to 0°
  6. filtrationfiltered

Sources & evidence

ORD record
ord-1fd20a3941a84bb29f738fc6b0f36a48
Source dataset
uspto-grants-1976_01
Patent number
US03931180

Reaction notes

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