Diethyl Sulfate → HCID 178467038, compound

HRID 1579249Notes

Reaction equation

HRID 1579249 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(OCC)(O[CH2:15][CH3:16])(=O)=O.S([O-])([O-])(=O)=O.[Na+].[Na+]>[OH-].[Na+]>[CH3:1][S:2][C:3]1[N:8]=[C:7]([O:9][CH2:15][CH3:16])[CH:6]=[C:5]([OH:10])[N:4]=1

Participants

5

Reactant 3

HCID 6163Diethyl SulfateHCID 24436Sodium SulfateHCID 178503559HCID 178503559, compound

Product 1

HCID 178467038HCID 178467038, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

31.6 g (0.2 mol) of 2-methylthio-4,6-dihydroxypyrimidine are added, while stirring well, to 100 cc of 2N sodium hydroxide solution 2N and the mixture is stirred at 50° for half an hour. 34.0 g (0.22 mol) of diethyl sulphate are then added dropwise and with stirring, at 50°; by the addition of 2N sodium sulphate the pH value is kept at between 8 and 8.2. Towards the end of the dropwise addition a precipitate is obtained. The mixture is subsequently stirred at 50° for 1 further hour, cooled to 0° and filtered. The precipitate is washed with cold ethanol, then with ether and dried in a high vacuum at 80°. The obtained white powder has a M.P. of 185°-187°.

Workup

  1. stirringwith stirring, at 50°
  2. additionTowards the end of the dropwise addition a precipitate
  3. customis obtained
  4. stirringThe mixture is subsequently stirred at 50° for 1 further hour
  5. temperaturecooled to 0°
  6. filtrationfiltered
  7. washThe precipitate is washed with cold ethanol
  8. dry with materialwith ether and dried in a high vacuum at 80°

Sources & evidence

ORD record
ord-2fc6197e8e854dd98ad353805e4bfc95
Source dataset
uspto-grants-1976_01
Patent number
US03931180

Reaction notes

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